title: Iridium(III)-Catalyzed Regioselective Intermolecular Unactivated Secondary Csp(3) -H Bond Amidation.
abstract: For the first time, a highly regioselective intermolecular sulfonylamidation unactivated secondary Csp(3) -H bond has been achieved using Ir(III) catalysts. The introduced N,N'-bichelating ligand plays a crucial role in enabling iridium-nitrene insertion into a secondary Csp(3) -H bond via an outer-sphere pathway. Mechanistic studies and density functional theory (DFT) calculations demonstrated that a two-electron concerted nitrene insertion was involved in this Csp(3) -H amidation process. This method tolerates a broad range of linear and branched-chain N-alkylamides, and provides efficient access to diverse γ-sulfonamido-substituted aliphatic amines.
authors: Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510641, China.
authors: Xinsheng
authors: X
authors: Xiao
authors: School of Materials Science and Engineering, Sun Yat-sen University, Guangzhou, 510275, China.
authors: Cheng
authors: C
authors: Hou
authors: Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510641, China.
authors: Zhenhui
authors: Z
authors: Zhang
authors: School of Materials Science and Engineering, Sun Yat-sen University, Guangzhou, 510275, China. kezhf3@mail.sysu.edu.cn.
authors: Zhuofeng
authors: Z
authors: Ke
authors: Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510641, China.
authors: Jianyong
authors: J
authors: Lan
authors: Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510641, China.
authors: Huanfeng
authors: H
authors: Jiang
authors: Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, 510641, China. zengwei@scut.edu.cn.
authors: Wei
authors: W
authors: Zeng
keywords: C(sp3)−H activation; iridium catalysis; nitrene insertion; sulfonylamidation; tosyl azides