Publications (Present ~ 2013)

2024

268. Remote Catalytic C(spΒ³)–H Alkylation via Relayed Carbenoid Transfer upon Olefin Chain Walking

Qing Wang, Jeonguk Kweon, Dongwook Kim, and Sukbok ChangΒ 

πŸ“œ J. Am. Chem. Soc. 2024, 31114–31123.

267. Enhancing the Sustainability and Scalability of Transition-Metal-Free Stereoretentive Decarboxylative Amidation with Dioxazolones

Jeonguk Kweon,† Minjeong Lee,† Dongwook Kim, and Sukbok ChangΒ 

(† equally contributed)

πŸ“œ Org. Process Res. Dev. 2024, 28, 3691–3697

266. Visible-Light-Promoted Enantioselctive Ξ±-Amidation of Aldehydes by Harnessing Organo-Iron Dual Catalysis

Soumyadip Hore,† Jiwoo Jeong,† Dongwook Kim, and Sukbok ChangΒ 

(† equally contributed)

πŸ“œ J. Am. Chem. Soc. 2024, 146, 22172–22179

Highlighted in Synfacts

265. Photoinduced Group Transposition via Iridium-Nitrenoid Leading to Amidative Inner-Sphere Aryl Migration

Hoimin Jung, Jungkweon Choi, Daniel Kim, Jeong Hoon Lee, Hyotcherl Ihee, Dongwook Kim, and Sukbok ChangΒ 

πŸ“œ Angew. Chem. Int. Ed. 2024, e202408123

264. Enantioselective Access to Ξ²-Amino Carbonyls via a Ni-Catalyzed Formal Olefin Hydroamidation

Xiang Lyu, Hoimin Jung, Dongwook Kim, and Sukbok ChangΒ 

πŸ“œ J. Am. Chem. Soc. 2024, 146, 14745–14753

263. Decarboxylative Stereoretentive C–N Coupling by Harnessing Aminating Reagent

Jeonguk Kweon,† Bumsu Park,† Dongwook Kim, and Sukbok ChangΒ 

(† equally contributed)

πŸ“œ Nat. Commun. 2024, 15, 3788

262. Mechanistic Approach Toward the C4-Selective Amination of Pyridines via Nucleophilic Substitution of Hydrogen

Hoonchul Choi,† Won Seok Ham,† Pit van Bonn, Jianbo Zhang, Dongwook Kim, Sukbok Chang († equally contributed)

πŸ“œ Angew. Chem. Int. Ed. 2024, e202401388

261. Amidative Ξ²-Scission of Alcohols Enabled by Dual Catalysis of Photoredox Proton-Coupled Electron Transfer and Inner-Sphere Ni-Nitrenoid Transfer

Hyeyun Keum, Harin Ryoo, Dongwook Kim, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2024, 146, 1001-1008

2023

260. A Formal Ξ³-C–H Functionalization of Carboxylic Acids Guided by Metal-Nitrenoids as an Unprecedented Mechanistic Motif

Sourav Pradhan,† Jeonguk Kweon,† Manoj Kumar Sahoo, Hoimin Jung, Joon Heo, Yeong Bum Kim, Dongwook Kim, Jung-Woo Park, and Sukbok Chang († equally contributed)

πŸ“œ J. Am. Chem. Soc. 2023, 145, 28251-28263

259. Iridium Acylnitrenoid-Initiated Biomimetic Cascade Cyclizations: Stereodefined Access to Polycyclic Ξ΄-Lactams

Eleonora Tufano,‑ Euijae Lee,‑ Matteo Barilli,† Emanuele Casali,† AndraΕΎ OΕ‘trek,† Hoimin Jung, Marta Morana, Jihye Kang, Dongwook Kim, Sukbok Chang, and Giuseppe Zanoni (‑, † equally contributed)

πŸ“œ J. Am. Chem. Soc. 2023, 145, 24724-24735

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258. Iridium-Catalyzed Migratory Terminal C(spΒ³)–H Amidation of Heteroatom-Substituted Internal Alkenes via Olefin Chain Walking

257. Intramolecular Hydroamidation of Alkenes Enabling Asymmetric Synthesis of Ξ²-Lactams via Transposed NiH Catalysis

Xiang Lyu, Changhyeon Seo, Hoimin Jung, Teresa Faber, Dongwook Kim, Sangwon Seo, and Sukbok Chang

πŸ“œ Nat. Catal. 2023, 6, 784-795

Highlighted in EurekAlert!Β 

Highlighted in Phys.Org

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256. Mechanistic Snapshots of Rhodium-Catalyzed Acylnitrene Transfer Reactions

255. Regio- and Enantioselective Catalytic Ξ΄-C–H Amidation of Dioxazolones Enabled by Open-Shell Copper-Nitrenoid Transfer

Suhyeon Kim, Se Lin Song, Jianbo Zhang, Dongwook Kim, Sungwoo Hong, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2023, 145, 16238-16248

Highlighted in Org. Chem. Portal

254. Energy-transfer-induced [3+2] cycloadditions of N–N pyridinium ylides

Wooseok Lee, Yejin Koo, Hoimin Jung, Sukbok Chang, and Sungwoo Hong

πŸ“œ Nat. Chem. 2023, 15, 1091-1099

253. Deconstructive Pyridylation of Unstrained Cyclic Amines through a One-Pot Umpolung Approach

Seonghyeok Hong, Byeongseok Kweon, Wooseok Lee, Sukbok Chang, and Sungwoo Hong

πŸ“œ Org. Lett. 2023, 25, 2722-2727

252. Versatile Utility of Cp*Co(III) Catalysts in C–H Amination under Inner- and Outer-sphere Pathway

Jeonghyo Lee and Sukbok Chang

πŸ“œ Synlett. 2023, 34, 1356–1366

Special Issue for Professor Masahiro Murakami

Top Five Most Downloaded SYNLETT Articles Published in 2023

2022

251. Alcohol-Incorporating Diels–Alder Dimerization of In Situ Formed ortho-Quinamine via Co-Nitrenoid Insertion

Jeonghyo Lee, Bora Kang, Dongwook Kim, and Sukbok Chang

πŸ“œ Org. Lett. 2022, 24, 5845–5850


250. Multidimensional Screening Accelerates the Discovery of Rhodium Catalyst Systems for Selective Intra- and Intermolecular C–H AmidationsΒ 

Jiwoo Jeong,† Hoimin Jung,† Dongwook Kim, and Sukbok Chang († equally contributed)

πŸ“œ ACS Catal. 2022, 12, 8127-8138


249. Endo-Selective Intramolecular Alkyne Hydroamidation Enabled by NiH Catalysis Incorporating Alkenylnickel Isomerization

Hoonchul Choi,† Xiang Lyu,† Dongwook Kim, Sangwon Seo, and Sukbok Chang († equally contributed)

πŸ“œ J. Am. Chem. Soc. 2022, 144, 10064-10074


248. Photoinduced Transition Metal-Free Chan-Evans-Lam-Type Coupling: Dual Photoexcitation Mode with Halide Anion Effect

Zijun Zhou,† Jeonguk Kweon,†  Hoimin Jung, Dongwook Kim, Sangwon Seo, and Sukbok Chang († equally contributed)

πŸ“œ J. Am. Chem. Soc. 2022, 144, 9161-9171

*This article has been corrected. View the notice.

247. Photoinduced Ξ±-C–H Amination of Cyclic Amine Scaffolds Enabled by Polar-Radical Relay

Wongyu Lee, Dongwook Kim, Sangwon Seo, and Sukbok Chang

πŸ“œ Angew. Chem. Int. Ed. 2022, 61, e202202971


246. KOtBu-Catalyzed 1,2-Silaboration of N-Heteroarenes to Access 2-Silylheterocycles: A Cooperative Model for the Regioselectivity

Eunchan Jeong,† Joon Heo,† Seongho Jin, Dongwook Kim, and Sukbok Chang († equally contributed)

πŸ“œ ACS Catal. 2022, 12, 4898-4905


245. Head-to-Head Homocoupling of Ynamides via a Dual Activation Mode of Triple Bonds by Half Sandwich Metal Complexes

Manoj Kumar Sahoo,† Sourav Pradhan,† Dongwook Kim, Jung-Woo Park, and Sukbok Chang († equally contributed)

πŸ“œ Organometallics 2022, 41, 900-905


244. Chain Walking as a Strategy for Iridium-Catalyzed Migratory Amidation of Alkenyl Alcohols to Access Ξ±-Amino Ketones

Yeongyu Hwang, Seung Beom Baek, Dongwook Kim, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2022, 144, 4277-4285


243. On the Origin of Rh-Catalyzed Selective Ring-Opening Amidation of Substituted Cyclopropanols to Access Ξ²Β²-Amino Ketones

Minhan Lee, Joon Heo, Dongwook Kim, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2022, 144, 3667-3675


242. C2-Selective, Functional Group Divergent Amination of Pyrimidines by Enthalpy-Controlled Nucleophilic Functionalization

Won Seok Ham, Hoonchul Choi, Jianbo Zhang, Dongwook Kim, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2022, 144, 2885-2892

Highlighted in Synfacts

241. Iridium-Catalyzed Amidation of In Situ Prepared Silyl Ketene Acetals to Access Ξ±-Amino Esters

Yunyeong Gwon,† Minhan Lee,† Dongwook Kim, and Sukbok Chang († equally contributed)

πŸ“œ Org. Lett. 2022, 24, 1088-1093


240. Access to Ξ²-Lactams via Iron-Catalyzed Olefin Oxyamidation Enabled by Ο€-Accepting Phthalocyanine Ligand

Jeonguk Kweon, Dongwook Kim, Seungju Kang, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2022, 144, 1872-1880


2021

239. Ir(III)-Catalysed electrooxidative intramolecular dehydrogenative Cβˆ’H/Nβˆ’H coupling for the synthesis of Nβˆ’H indoles

Youyoung Kim, Dongwook Kim, and Sukbok Chang

πŸ“œ Chem. Commun. 2021, 57, 12309-12312


238. Cobalt-Nitrenoid Insertion-Mediated Amidative Carbon Rearrangement via Alkyl-Walking on Arenes

Jeonghyo Lee, Bora Kang, Dongwook Kim, Jia Lee, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2021, 143, 18406-18412

Highlighted in JACS Spotlights

237. Visible-Light Induced C(spΒ²)–H Amidation with an Aryl–Alkyl Οƒ-Bond Relocation via Redox-Neutral Radical-Polar Crossover

Hyeyun Keum,† Hoimin Jung,† Jiwoo Jeong, Dongwook Kim, Sukbok ChangΒ  († equally contributed)

πŸ“œ Angew. Chem. Int. Ed. 2021, 60, 25235-25240


236. Regioselective Access to Ξ±-Vinylsilanes and Ξ±-Vinylgermanes by Cobalt-catalyzed Migratory Hydrofunctionalization of 2-Alkynes

Manoj Kumar Sahoo, Dongwook Kim, Sukbok Chang, and Jung-Woo Park

πŸ“œ ACS Catal. 2021, 11, 12777-12784


235. Electrolytic C–H Oxygenation via Oxidatively Induced Reductive Elimination in Rh Catalysis

Seongho Jin, Jinwoo Kim, Dongwook Kim, Jung-Woo Park, and Sukbok Chang

πŸ“œ ACS Catal. 2021, 11, 6590–6595


234. Mechanism-Guided Development of Transition-Metal Catalyzed C–N Bond-Forming Reactions Using Dioxazolones as the Versatile Amidating Source

Seung Youn Hong, Yeongyu Hwang, Minhan Lee, and Sukbok Chang

πŸ“œ Acc. Chem. Res., 2021, 54, 2683–2700

233. C–H Activation

Torben Rogge, Nikolaos Kaplaneris, Naoto Chatani, Jinwoo Kim, Sukbok Chang, Benudhar Punji, Laurel L Schafer, Djamaladdin (Jamal) Musaev, Joanna Wencel-Delord, Charis Roberts, Richmond Sarpong, Zoe Wilson, Margaret Brimble, Magnus Johansson, and Lutz Ackermann

πŸ“œ Nature Reviews Methods Primers, 2021, 1, 43Β 

232. Nitrene-mediated intermolecular N–N coupling for efficient synthesis of hydrazides

Hao Wang, Hoimin Jung, Fangfang Song, Shiyang Zhu, Ziqian Bai, Danye Chen, Gang He, Sukbok Chang, and Gong Chen

πŸ“œ Nat. Chem. 2021, 13, 378–385

Highlighted in Synfacts

231. N-Chloro-N-sodio-carbamates as a Practical Amidating Reagent for Scalable and Sustainable Amidation of Aldehydes under Visible Light

Hyun Ji Jeon, Wongyu Lee, Sangwon Seo, and Sukbok Chang

πŸ“œ Org. Process Res. Dev. 2021, 25, 1176–1183

230. Enantioselective Access to Spirolactams via Nitrenoid Transfer Enabled by Enhanced Noncovalent Interactions

Euijae Lee,† Yeongyu Hwang,† Yeong Bum Kim, Dongwook Kim, and Sukbok Chang († equally contributed)

πŸ“œ J. Am. Chem. Soc. 2021, 143, 6363–6369

229. Merging NiH Catalysis and Inner-Sphere Metal-Nitrenoid Transfer for Hydroamidation of Alkynes

Xiang Lyu, Jianbo Zhang, Dongwook Kim, Sangwon Seo, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2021, 143, 5867–5877

Highlighted in Org. Chem. Portal

228. Cobalt-Catalyzed Intermolecular C–H Amidation of Unactivated Alkanes

Jeonghyo Lee, Seongho Jin, Dongwook Kim, Soon Hyeok Hong, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2021, 143, 5191–5200

227. Tuning Orbital Symmetry of Iridium Nitrenoid Enables Catalytic Diastereo- and Enantioselective Alkene Difunctionalizations

Suhyeon Kim, Dongwook Kim, Seung Youn Hong, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2021, 143, 3993–4004

Highlighted in Org. Chem. Portal

226. Ni-Catalyzed Intermolecular C(spΒ³)–H Amidation Tuned by Bidentate Directing Groups

Yeong Bum Kim, Joonghee Won, Jeonghyo Lee, Junho Kim, Bingwei Zhou, Jung-Woo Park, Mu-Hyun Baik, and Sukbok Chang

πŸ“œ ACS Catal. 2021, 11, 3067–3072

225. Controlled Relay Process to Access N-Centered Radicals for Catalyst-free Amidation of Aldehydes under Visible Light

Wongyu Lee,† Hyun Ji Jeon,† Hoimin Jung, Dongwook Kim, Sangwon Seo, and Sukbok Chang (†equally contributed)

πŸ“œ Chem 2021, 7, 495–508

Highlighted in Chem Preview

224. Oxidatively Induced Reductive Elimination for Methyl Group Transfer via Isolable Transmetalation Complexes

223. Cobalt-Hydride-Catalyzed Hydrosilylation of 3-Alkynes Accompanying Ο€-Bond Migration

Yeong Bum Kim, Dongwook Kim, Shashikant U. Dighe, Sukbok Chang, and Jung-Woo Park

πŸ“œ ACS Catal. 2021, 11, 1548–1553

222. Catalytic Access to Carbocation Intermediates via Nitrenoid Transfer Leading to Allylic Lactams

Seung Youn Hong, Dongwook Kim, and Sukbok Chang

πŸ“œ Nat. Catal. 2021, 4, 79–88

221. Highly Robust Iron Catalyst System for Intramolecular C(spΒ³)-H Amidation Leading to Ξ³-Lactams

2020

220. Copper-Catalyzed Formal Dehydrogenative Coupling of Carbonyls with Polyfluoroarenes Leading to Ξ²-C–H Arylation

Weilong Xie, Dongwook Kim, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2020, 142, 20588–20593

219. Merging Two Functions in a Single Rh Catalyst System: Bimodular Conjugate for Light-Induced Oxidative Coupling

Jinwoo Kim, Dongwook Kim, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2020, 142, 19052–19057

218. Ring-Opening Functionalizations of Unstrained Cyclic Amines Enabled by Difluorocarbene Transfer

Youyoung Kim, Joon Heo, Dongwook Kim, Sukbok Chang and Sangwon Seo

πŸ“œNat. Commun. 2020, 11, 4761

217. cine-Silylative Ring-Opening of Ξ±-Methyl Azacycles Enabled by the Silylium-Induced C-N Bond Cleavage

216. Modular Tuning of Electrophilic Reactivity of Iridium Nitrenoids for the Intermolecular Selective Ξ±-Amidation of Ξ²-Keto Esters

Minhan Lee, Hoimin Jung, Dongwook Kim, Jung-Woo Park, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2020, 142, 11999-12004

Highlighted in JACS SpotlightsΒ 

215. Versatile Cp*Co(III)(LX) Catalyst System for Selective Intramolecular C–H Amidation Reactions

Jia Lee†, Jeonghyo Lee†, Hoimin Jung, Dongwook Kim, Juhyeon Park, and Sukbok Chang (†: equally contributed)

πŸ“œ J. Am. Chem. Soc. 2020, 142, 12324-12332

Highlighted in Org. Chem. Portal

214. Quantitative Analysis on Two-Point Ligand Modulation of Iridium Catalysts for Chemodivergent C–H Amidation

Yeongyu Hwang, Hoimin Jung, Euijae Lee, Dongwook Kim, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2020, 142, 8880-8889

Highlighted in JACS SpotlightsΒ 

213. Copper-Catalyzed Direct C–H Alkylation of Polyfluoroarenes by Using Hydrocarbons as an Alkylating Source

Weilong Xie, Joon Heo, Dongwook Kim, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2020, 142, 7487-7496

212. Tuning Triplet Energy Transfer of Hydroxamates as the Nitrene Precursor for Intramolecular C(spΒ³)–H Amidation

Hoimin Jung, Hyeyun Keum, Jeonguk Kweon, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2020, 142, 5811-5818

211. NHC-Catalyzed 1,2-Selective Hydroboration of Quinolines

Jinseong Jeong†, Joon Heo†, Dongwook Kim, and Sukbok Chang (†: equally contributed)

πŸ“œ ACS Catal. 2020, 10, 5023-5029

210. Double Hydroboration of Quinolines via Borane Catalysis: Diastereoselective One Pot Synthesis of 3‐Hydroxytetrahydroquinolines

2019

209. Harnessing Secondary Coordination Sphere Interactions Enables the Selective Amidation of Benzylic Cβˆ’H Bonds

Hoimin Jung, Malte Schrader, Dongwook Kim, Mu-Hyun Baik, Yoonsu Park, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2019, 141, 15356-15366

Featured in a Virtual Issue "Chemistry in Korea: IBS and Beyond"

208. Synthesis of Polypropylene via Catalytic Deoxygenation of Poly(methyl acrylate)

Choongseop Jeon, Dongwook Kim, Sukbok Chang, Jeung Gon Kim, and Myungeun Seo

πŸ“œ ACS Macro Lett. 2019, 8, 1172-1178

207. Strategic Approach to the Metamorphosis of Ξ³-Lactones to NH Ξ³-Lactams via Reductive Cleavage and C–H Amidation

Hoi-Yun Jung, Sukbok Chang, and Sungwoo Hong

πŸ“œ Org. Lett. 2019, 21, 7099-7103

206. Disrotatory Ring-Opening of Furans Gives Stereocontrol

Jinhoon Jeong, Hyunjoong Kim, Chinmoy K. Hazra, Sukbok Chang, and Mu-Hyun Baik

πŸ“œ J. Org. Chem. 2019, 84, 11061-11067

205. Ru-Catalyzed Deoxygenative Regioselective C8–H Arylation of Quinoline N-Oxides

204. Metal-​Free Carbocyclization of Homoallylic Silyl Ethers Leading to Cyclopropanes and Cyclobutanes

203. Stereodefined Access to Lactams via Olefin Difunctionlization: Iridium Nitrenoids as a Motif of LUMO-Controlled Dipoles

202. Iridium-​Catalyzed Enantioselective C(spΒ³)–​H Amidation Controlled by Attractive Noncovalent Interactions

Hao Wang, Yoonsu Park, Zigian Bai, Sukbok Chang, Gang He, and Gong Chen

πŸ“œ J. Am. Chem. Soc. 2019, 141, 7194-7201

Highlighted in Organic Chemistry Portal

201. Sequential Cβˆ’H Borylation and N‐Demethylation of 1,1’‐Biphenylamines: An Alternative Route to Polycyclic BN‐Heteroarenes

Jianbo Zhang, Hoimin Jung, Dongwook Kim, Sehoon Park, and Sukbok Chang

πŸ“œ Angew. Chem. Int. Ed. 2019, 58, 7361-7365

200. Synthetic Utility of N-Benzoyloxyamides as an Alternative Precursor of Acylnitrenoids for Ξ³-Lactam Formation

Soohee Huh,† Seung Youn Hong,† and Sukbok Chang (†: equally contributed)

πŸ“œ Org. Lett. 2019, 21, 2808-2812

Highlighted in Organic Chemistry Portal

199. Alkoxide-Promoted Selective Hydroboration of N-Heteroarenes: Pivotal Roles of in situ Generated BH3 in the Dearomatization Process

Eunchan Jeong, Joon Heo, Sehoon Park, and Sukbok Chang

πŸ“œ Chem. Eur. J., 2019, 25, 6320-6325

198. Ni-Mediated Generation of "CN" Unit from Formamide and Its Catalysis in the Cyanation Reactions

Luo Yang, Yu-Ting Liu, Yoonsu Park, Sung-Woo Park, and Sukbok Chang

πŸ“œ ACS Catal., 2019, 9, 3360-3365.

197. Oxidatively Induced Reductive Elimination: Exploring the Scope and Catalyst Systems with Ir, Rh, and Ru Complexes

Jinwoo Kim,† Kwangmin Shin,† Seongho Jin, Dongwook Kim, and Sukbok Chang (†: equally contributed)

πŸ“œ J. Am. Chem. Soc. 2019, 141, 4137-4146

196. Asymmetric Formation of Ξ³-Lactams via Cβˆ’H Amidation Enabled by Chiral Hydrogen-Bond-Donor Catalysts

2018

195. Copper-Mediated Amination of Aryl C–H Bonds with the Direct Use of Aqueous Ammonia via a Disproportionation Pathway

Hyunwoo Kim, Joon Heo, Junho Kim, Mu-Hyun Baik, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2018, 140, 13350-13356

194. Catalytic Access to Bridged Sila-N-Heterocycles from Piperidines via Cascade spΒ³ and spΒ² C–Si Bond Formation

193. Ir(III)-Catalyzed Stereoselective Haloamidation of Alkynes Enabled by Ligand Participation

Seung Youn Hong, Junsoo Son, Dongwook Kim, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2018, 140, 12359-12363

Highlighted in Synfacts

192. Revisiting Arene C(spΒ²)–H Amidation by Intramolecular Transfer of Iridium Nitrenoids: Evidence for a Spirocyclization Pathway

Yeongyu Hwang,† Yoonsu Park,† Yeong Bum Kim, Dongwook Kim, and Sukbok Chang (†: equally contributed)

πŸ“œ Angew. Chem. Int. Ed. 2018, 57, 13565-13569

191. Conjugate Addition of Perfluoroarenes to Ξ±,Ξ²-Unsaturated Carbonyls Enabled by an Alkoxide-Hydrosilane System: Implication of a Radical Pathway

Weilong Xie, Sung-Woo Park, Hoimin Jung, Dongwook Kim,Mu-Hyun Baik, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2018, 140, 9659-9668

190. Delineating Physical Organic Parameters in Site-Selective C–H Functionalization of Indoles

Youyoung Kim,† Yoonsu Park,† and Sukbok Chang (†: equally contributed)

πŸ“œ ACS Cent. Sci. 2018, 4, 768-775

Featured in a Virtual Issue "Chemistry in Korea: IBS and Beyond"

189. Piers’ Borane-Mediated Hydrosilylation of Epoxides and Cyclic Ethers

188. Comparison of the Reactivities and Selectivities of Groupβ€…9 [Cp*MIII] Catalysts in Cβˆ’H Functionalization Reactions

187. Silylative Reductive Amination of Ξ±,Ξ²-Unsaturated Aldehydes: A Convenient Synthetic Route to Ξ²-Silylated Secondary Amines

Eunae Kim, Sehoon Park and Sukbok Chang

πŸ“œ Chem. Eur. J. 2018, 24, 5765-5769

186. Selective formation of Ξ³-lactams via C–H amidation enabled by tailored iridium catalysts

Seung Youn Hong†, Yoonsu Park†, Yeongyu Hwang, Yeong Bum Kim, Mu-Hyun Baik, and Sukbok Chang (†: equally contributed)

πŸ“œ Science 2018, 359, 1016-1021

Highlighted in Nature

Highlighted in Science Daily

Highlighted in Phys.Org

Highlighted in Asian Scientist

Highlighted in Synfacts

185. Reductive Carbocyclization of Homoallylic Alcohols to syn-Cyclobutanes by a Boron-Catalyzed Dual Ring-Closing Pathway

Chinmoy K. Hazra, Jinhoon Jeong, Hyunjoong Kim, Mu-Hyun Baik, Sehoon Park, and Sukbok Chang

πŸ“œ Angew. Chem., Int. Ed. 2018, 57, 2692-2696

184. Iridium-catalysed arylation of C–H bonds enabled by oxidatively induced reductive elimination

Kwangmin Shin, Yoonsu Park, Mu-Hyun Baik, and Sukbok Chang

πŸ“œ Nat. Chem. 2018, 10, 218-224

2017

183. In Situ Generated Piers' Borane-Catalyzed Selective C–O Bond Cleavage of Sugars with Hydrosilanes

Jianbo Zhang, Sehoon Park, and Sukbok Chang

πŸ“œ Angew. Chem., Int. Ed. 2017, 56, 13757-13761

182. Selective Synthesis of Silacycles by Borane-Catalyzed Domino Hydrosilylation of Proximal Unsaturated Bonds: Tunable Approach to 1,n-Diols

Kwangmin Shin, Seewon Joung, Youyoung Kim, and Sukbok Chang

πŸ“œ Adv. Synth. Catal. 2017, 359, 3428-3436

181. Visible Light Sensitization of Benzoyl Azides: Cascade Cyclization Toward Oxindoles via a Non-nitrene Pathway

Dattatraya B. Bagal, Sung-Woo Park, Hyun-Ji Song, and Sukbok Chang

πŸ“œ Chem. Commun. 2017, 53, 8798-8801

180. Mechanism-Driven Approach To Develop a Mild and Versatile Cβˆ’H Amidation through Ir(III) Catalysis

Yeongyu Hwang,† Yoonsu Park,† and Sukbok Chang (†: equally contributed)

πŸ“œ Chem. Eur. J. 2017, 23, 11147-11152

179. Boron-Catalyzed Hydrogenative Reduction of Substituted Quinolines to Tetrahydroquinolines with Hydrosilanes

Narasimhulu Gandhamsetty, Sehoon Park, and Sukbok Chang

πŸ“œ Synlett. 2017, 28, 2396-2400

178. Transition Metal-Catalyzed C–H Amination: Scope, Mechanism, and Applications

Yoonsu Park, Youyoung Kim, and Sukbok Chang

πŸ“œ Chem. Rev. 2017, 117, 9247–9301

177. The Use of Ammonia as an Ultimate Amino Source in the Transition Metal-Catalyzed C–H Amination

176. Catalytic Dearomatization of N-Heteroarenes with Silicon and Boron Compounds

175. Iterative C–H Functionalization Leading to the Cascade Amidation of Anilides

Juhyeon Park, Jia Lee, Carolyn Buckley, and Sukbok Chang

πŸ“œ Angew. Chem. Int. Ed. 2017, 56, 4256-4260

174. Intramolecular Amido Transfer Leading to Structurally Diverse Nitrogen-Containing Macrocycles

173. [4+2] or [4+1] Annulation: Changing the Reaction Pathway of a Rhodium-Catalyzed Process by Tuning the Cp Ligand

Seung Youn Hong, Jisu Jeong, and Sukbok Chang

πŸ“œ Angew. Chem. Int. Ed. 2017, 56, 2408–2412

172. Diastereoselective Construction of Ξ±-Silyltetrahydropyranols via Silyl-oxa-Prins Cyclization

Narasimhulu Gandhamsetty, Soyeon Jee, and Sukbok Chang

πŸ“œ Eur. J. Org. Chem. 2017, 19, 933-948

171. Borane-Catalyzed Selective Hydrosilylation of Internal Ynamides Leading to Ξ²-Silyl (Z)-Enamides

Youngchan Kim, Ramesh B. Dateer, and Sukbok Chang

πŸ“œ Org. Lett. 2017, 19, 190-193

2016

170. Borane Catalyzed Ring Opening and Closing Cascades of Furans Leading to Silicon Functionalized Synthetic Valuables

Chinmoy K. Hazra, Narasimhulu Gandhamsetty, Sehoon Park, and Sukbok Chang

πŸ“œ Nat. Commun. 2016, 7, 13431

169. Why is the Ir(III)-Mediated Amido Transfer Much Faster Than the Rh(III)-Mediated Reaction? - A Combined Experimental and Computational Study

Yoonsu Park, Joon Heo, Mu-Hyun Baik, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2016, 138, 14020-14029

168.(NHC)Cu-Catalyzed Mild C-H Amidation of (Hetero)Arenes with Deprotectable Carbamates: Scope and Mechanistic Studies

Weilong Xie, Jung Hee Yoon, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2016, 138, 12605-12614

167. A Facile Access to Primary Alkylamines and Anilines via Ir(III)-Catalyzed C-H Amidation by Using Azidoformates

Hyunwoo Kim, Gyeongtae Park, Juhyeon Park, and Sukbok Chang

πŸ“œ ACS Catal. 2016, 6, 5922-5929

166. Iridium-Catalyzed Selective 1,2-Hydrosilylation of N-Heterocycles

Jinseong Jeong, Sehoon Park, and Sukbok Chang

πŸ“œ Chem. Sci. 2016, 7, 5362-5370

165. A potential role of a substrate as a base for the deprotonation pathway in Rh-​catalysed C-​H amination of heteroarenes: DFT insights

Manjaly J. Ajitha, Kuo-Wei Huang, Jaesung Kwak, Hyun Jin Kim, Sukbok Chang, and Yousung Jung

πŸ“œ Dalton. Trans. 2016, 45, 7980-7985

164. A Direct Access to 7-Aminoindoles via Iridium-Catalyzed Mild C–H Amidation of N-Pivaloylindoles with Organic Azides

Youyoung Kim, Juhyeon Park, and Sukbok Chang

πŸ“œ Org. Lett. 2016, 18, 1892-1895

163. Transition-Metal-Mediated Direct C–H Amination of Hydrocarbons with Amine Reactants: The Most Desirable but Challenging C–N Bond-Formation Approach

Hyunwoo Kim and Sukbok Chang

πŸ“œ ACS Catal. 2016, 6, 2341-2351

162. Rhodium-Catalyzed Selective C–H Functionalization of NNN Tridentate Chelating Compounds via a Rollover Pathway

Seung Youn Hong, Jaesung Kwak, and Sukbok Chang

πŸ“œ Chem. Commun. 2016, 52, 3159-3162

161. Cu(NHC)-Catalyzed C–H Allylation and Alkenylation of both Electron-Deficient and Electron-Rich (Hetero)arenes in Reaction

160. Borane-Catalyzed Reductive Ξ±-Silylation of Conjugated Esters and Amides Leaving Carbonyl Groups Intact

159. Rh(III)-Catalyzed C–H Cyclization of Arylnitrones with Diazo Compounds: Access to N-Hydroxyindolines

Ramesh B. Dateer and Sukbok Chang

πŸ“œ Org. Lett. 2016, 18, 68-71

2015

158. Selective Silylative Reduction of Pyridines Leading to Structurally Diverse Azacyclic Compounds with the Formation of spΒ³ C–Si Bonds

Narasimhulu Gandhamsetty, Sehoon Park, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2015, 137, 15176–15184

157. Complete Switch of Selectivity in the C–H Alkenylation and Hydroarylation Catalyzed by Iridium: The Role of Directing Groups

Jiyu Kim, Sung-Woo Park, Mu-Hyun Baik, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2015, 137, 13448-13451Β 

156. Iridium-Catalyzed Direct C–H Amination with Alkylamines: Facile Oxidative Insertion of Amino Group into Iridacycle

Hyunwoo Kim and Sukbok Chang

πŸ“œ ACS Catal. 2015, 5, 6665-6669

155. Metal-Free Hydrosilylation Polymerization by Borane Catalyst

Dong Wook Kim, Seewon Joung, Jeung Gon Kim, and Sukbok Chang

πŸ“œ Angew. Chem. Int. Ed. 2015, 54, 14805-14809

154. Comparative Catalytic Activity of Group 9 [Cp*M(III)] Complexes: Cobalt-Catalyzed C–H Amidation of Arenes with Dioxazolones as an Amidating Reagent

153. Synthesis of 8-Aminoquinolines by Using Carbamate Reagents: Facile Installation and Deprotection of Practical Amidating Groups

Donghyeon Gwon, Heejun Hwang, Hye Kyung Kim, Seth R. Marder, and Sukbok Chang

πŸ“œ Chem. Eur. J. 2015, 21, 17200-17204

152. Study of Sustainability and Scalability in the Cp*Rh(III)-Catalyzed Direct C–H Amidation with 1,4,2-Dioxazol-5-ones

Yoonsu Park, Soyeon Jee, Jeung Gon Kim,and Sukbok Chang

πŸ“œ Org. Process Res. Dev. 2015, 19, 1024-1029

Selected to be featured in ACS Editors' Choice

151. Boron-Catalyzed Silylative Reduction of Nitriles in Accessing Primary Amines and Imines

Narasimhulu Gandhamsetty, Jinseong Jeong, Juhyeon Park, Sehoon Park, and Sukbok Chang

πŸ“œ J. Org. Chem. 2015, 80, 7281–7287

Highlighted in Org. Chem. Portal

150. Cp*Ir(III)-Catalyzed Mild and Broad C–H Arylation of Arenes and Alkenes with Aryldiazonium Salts Leading to the External Oxidant-Free Approach

Kwangmin Shin, Sung-Woo Park, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2015, 137, 8584-8592

149. Chemoselective Silylative Reduction of Conjugated Nitriles under Metal-Free Catalytic Conditions Leading to 1,2-Aminosilanes and Enamines

Narasimhulu Gandhamsetty, Juhyeon Park, Jinseong Jeong, Sung-Woo Park, Sehoon Park, and Sukbok Chang

πŸ“œ Angew. Chem. Int. Ed. 2015, 54, 6832–6836

Highlighted in Org. Chem. Portal

148. Selective Cyclization of Arylnitrones to Indolines under External Oxidant-Free Conditions: Dual Role of Rh(III) Catalyst in the C–H Activation and Oxygen Atom Transfer

147. Mechanistic Studies on the Rh(III)-Mediated Amido Transfer Process Leading to Robust C–H Amination with a New Type of Amidating Reagent

Yoonsu Park, Kyung Tae Park, Jeung Gon Kim, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2015, 137, 4534–4542

146. Transition Metal-Catalyzed C–N Bond Forming Reactions using Organic Azides as the Nitrogen Source: A Journey for the Mild and Versatile C–H Amination

Kwangmin Shin, Hyunwoo Kim, and Sukbok Chang

πŸ“œ Acc. Chem. Res. 2015, 48, 1040–1052

145. Dual Role of Carboxylic Acid Additive: Mechanistic Studies and Implication for the Asymmetric C–H Amidation

Donghyeon Gwon, Sehoon Park, and Sukbok Chang

πŸ“œ Tetrahedron, 2015, 71, 4504-4511

Special Issue for Professor Yoshikai Nakao

144. Copper-Catalyzed Oxygen Atom Transfer of N-Oxides Leading to a Facile Deoxygenation Procedure Applicable to Both Heterocyclic and Amine N-Oxides

Jisu Jeong, Donggun Lee and Sukbok Chang

πŸ“œ Chem. Commun. 2015, 51, 7035-7038

143. Direct C–H Amidation of Benzoic Acids to Introduce meta- and para-Amino Groups by Tandem Decarboxylation

Donggun Lee and Sukbok Chang

πŸ“œ Chem. Eur. J. 2015, 21, 5364-5368

142. Cobalt-Catalyzed C–H Cyanation of (Hetero)arenes and 6-Arylpurines with N-Cyanosuccinimide as a New Cyanating Agent

Amit B. Pawar and Sukbok Chang

πŸ“œ Org. Lett. 2015, 17, 660-663

141. Cobalt(III)-Catalyzed C–H Amidation of Arenes using Acetoxycarbamates as Convenient Amino Sources under Mild Conditions

2014

140. Iridium(III)-Catalyzed Direct C-7 Amination of Indolines with Organic Azides

Kwangmin Shin and Sukbok Chang

πŸ“œ J. Org. Chem. 2014, 79, 12197-12204

Special Issue on "Mechanisms in Metal-Based Organic Chemistry"

139. Boron-Catalyzed Silylative Reduction of Quinolines: Selective spΒ³ C-Si Bond Formation

Narasimhulu Gandhamsetty,† Seewon Joung,† Sung-Woo Park, Sehoon Park, and Sukbok Chang (†: equally contributed)

πŸ“œ J. Am. Chem. Soc. 2014, 136, 16780-16783

Highlighted in JACS Spotlights [LINK]

138. Rh(III)-Catalyzed Traceless Coupling of Quinoline N‑Oxides with Internal Diarylalkynes

Upendra Sharma, Yoonsu Park, and Sukbok Chang

πŸ“œ J. Org. Chem. 2014, 79, 9899-9906

137. Synthesis of Phosphoramidates: A Facile Approach Based on the C–N Bond Formation via Ir-Catalyzed Direct C–H Amidation

Hyunwoo Kim, Juhyeon Park, Jeung Gon Kim, and Sukbok Chang

πŸ“œ Org. Lett. 2014, 16, 5466-5469

136. Iridium(III)-Catalyzed C–H Amidation of Arylphosphoryls Leading to P-Stereogenic Center

Donghyun Gwon, Donggun Lee, Jiyu Kim, Sehoon Park, and Sukbok Chang

πŸ“œ Chem. Eur. J. 2014, 20, 12421-12425

Highlighted in Synfacts [LINK]

135. Synthesis of 1,2-Amino Alcohols via Catalytic C–H Amidation of spΒ³ Methyl C–H Bonds

Taek Kang, Heejeong Kim, Jeung Gon Kim, and Sukbok Chang

πŸ“œ Chem. Commun. 2014, 50, 12073-12075

134. Rhodium(III)-Catalyzed C–C Bond Formation of Quinoline N-Oxides at the C-8 Position Under Mild Conditions

133. Comparative Investigations of Cp*-Based Group 9 Metal-Catalyzed Direct C–H Amination of Benzamides

Travis M. Figg, Sehoon Park, Juhyeon Park, Sukbok Chang, and Djamalladin G. Musaev

πŸ“œ Organometallics 2014, 33, 4076-4085

132. Regioselective Introduction of Heteroatoms at the C-8 Position of Quinoline N-Oxides: Remote C–H Activation Using N-Oxide as a Stepping Stone

Heejun Hwang,† Jinwoo Kim,† Jisu Jeong, and Sukbok Chang (†: equally contributed)

πŸ“œ J. Am. Chem. Soc. 2014, 136, 10770-10776

131. N-​Substituted Hydroxylamines as Synthetically Versatile Amino Sources in the Iridium-​Catalyzed Mild C–​H Amidation Reaction

Pitambar Patel and Sukbok Chang

πŸ“œ Org. Lett. 2014, 16, 3328-3331

130. Iridium-Catalyzed C–H Amination with Anilines at Room Temperature: Compatibility of Iridacycles with External Oxidants

Hyunwoo Kim, Kwangmin Shin, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2014, 136, 5904–5907

129. Chelation-Assisted Hydroesterification of Alkenes: New Ruthenium Catalyst Systems and Ligand Effects

Bin Li,† Seungeon Lee,† Kwangmin Shin, and Sukbok Chang (†: equally contributed)

πŸ“œ Org. Lett. 2014, 16, 2010-2013

128. Orthogonal Reactivity of Acyl Azides in C–H Activation: Dichotomy Between C–C and C–N Amidations Based on Catalyst Systems

Kwangmin Shin, Jaeyune Ryu, and Sukbok Chang

πŸ“œ Org. Lett. 2014, 16, 2022-2025

127. Iridium-Catalyzed Intermolecular Amidation of spΒ³ C–H Bonds: Late-Stage Functionalization of an Unactivated Methyl Group

Taek Kang, Youngchan Kim, Donggun Lee, Zhen Wang, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2014, 136, 4141-4144

126. Mechanistic Studies of the Rhodium-Catalyzed Direct C–H Amintion Reaction Using Azides as the Nitrogen Source

Sae Hume Park,† Jaesung Kwak,† Kwangmin Shin, Jaeyune Ryu, Yoonsu Park, and Sukbok Chang (†: Equally contributed)

πŸ“œ J. Am. Chem. Soc. 2014, 136, 2492-2502

125. Iridium-Catalyzed Direct C–H Amidation with Weak-Coordinating Carbonyl Directing Groups under Mild Conditions

Jinwoo Kim and Sukbok Chang

πŸ“œ Angew. Chem., Int. Ed. 2014, 53, 2203-2207

Selected as Hot Paper

124. Regiodivergent Access to Five- and Six-Membered Benzo-Fused Lactams: Ru-Catalyzed Olefin Hydrocarbamoylation

Bin Li, Yoonsu Park, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2014, 136, 1125-1131

123. Hydrogen-Bond-Assisted Controlled C–H Functionalization via Adaptive Recognition of a Purine Directing Group

Hyun Jin Kim, Manjaly J. Ajitha, Yongjae Lee, Jaeyune Ryu, Jin Kim, Yunho Lee, Yousung Jung, and Sukbok Chang

πŸ“œ J. Am. Chem. Soc. 2014, 136, 1132-1140

122. Catalytic Cyanation of Aryl Iodides using DMF and Ammonium Bicarbonate as the Combined Source of Cyanide: A Dual Role of Copper Catalyst

Amit B. Pawar and Sukbok Chang

πŸ“œ Chem. Commun. 2014, 50, 448-450

121. Rhodium-Catalyzed Direct Amination of Arene C–H Bonds Using Azides as the Nitrogen Source

Sae Hume Park, Yoonsu Park, and Sukbok Chang

πŸ“œ Org. Synth. 2014, 91, 52-59

2013

120. Iridium-Catalyzed Direct Arene C–H Bond Amidation with Sulfonyl- and Aryl Azides

Donggun Lee, Youngchan Kim, and Sukbok Chang

πŸ“œ J. Org. Chem. 2013, 78, 11102-11109

119. Ir(III)-Catalyzed Mild C–H Amidation of Arenes and Alkenes: An Efficient Usage of Acyl Azides as the Nitrogen Source

Jaeyune Ryu,† Jaesung Kwak,† Kwangmin Shin, Donggun Lee, and Sukbok Chang (†: Equally Contributed)

πŸ“œ J. Am. Chem. Soc. 2013, 135, 12861-12868

118. Angewandte Author Profile: Prof. Sukbok Chang

117. Direct C–H Amination of Arenes with Alkyl Azides under Rhodium Catalysis

Kwangmin Shin, Yunjung Baek, and Sukbok Chang

πŸ“œ Angew. Chem. Int. Ed. 2013, 52, 8031-8036

116. Ruthenium-Catalyzed Direct C–H Amidation of Arenes Including Weakly Coordinating Aromatic Ketones

Jiyu Kim, Jinwoo Kim, and Sukbok Chang

πŸ“œ Chem. Eur. J. 2013, 19, 7328–7333

115. Copper-Mediated Transformation of Organosilanes to Nitriles with DMF and Ammonium Iodide

114. Synthetic Uses of Ammonia in Transition-Metal Catalysis

Jinho Kim, Hyun Jin Kim, and Sukbok Chang

πŸ“œ Eur. J. Org. Chem. 2013, 2013, 3201–3213

266. Visible-Light-Promoted Enantioselctive Ξ±-Amidation of Aldehydes by Harnessing Organo-Iron Dual Catalysis

Soumyadip Hore,† Jiwoo Jeong,† Dongwook Kim, and Sukbok ChangΒ 

(† equally contributed)


πŸ“œ J. Am. Chem. Soc. 2024, Accepted.