转自：康龙化成

Regio- and EnantioselectiveNickel-Catalyzed Ipso- and Remote Hydroamination Utilizing Organic Azidesas Amino Sources for the Synthesis of Primary Amines

Shi-ChaoWang, Lin Liu, Mei Duan, Weijia Xie, Jiabin Han, Yuhang Xue, You Wang, XiaotaiWang,* and Shaolin Zhu*

Department of Chemistry, Xi’an Jiaotong-LiverpoolUniversity, Suzhou 215123, China;

State Key Laboratory of CoordinationChemistry, Chemistry and Biomedicine Innovation Center (ChemBIC),Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry andChemical Engineering, Nanjing University, Nanjing 210093, China;

School of Chemistry and ChemicalEngineering, Henan Normal University, Xinxiang 453007, China;

Shanghai Key Laboratory for MolecularEngineering of Chiral Drugs, Shanghai Jiao Tong University, Shanghai 200240,China

—J.Am. Chem. Soc., 2024, https://doi.org/10.1021/jacs.4c12324

Recommended by Yuting Gao_MC3

KEYWORDS: hydroamination(反应类型),organic azides (原料),primary amines (产物),C(sp3)-N (成键类型),Nickle (催化剂), HBpin (试剂)

ABSTRACT: Primaryamines serve as key synthetic precursors to most other N-containing compounds,which are important in organic and medicinal chemistry. Herein, we present a NiH-catalyzedmild ipso- and remote hydroamination technique that utilizes organic azides as deprotectable primary amine sources. This strategy offers a highly flexible platform for theefficient construction of α-chiral branched primary amines, as well as linearprimary amines.

Background

Accessto α-Branched Primary Amines through Asymmetric Ipso- or Remote Hydroaminationa (selected)

Accessto Linear Primary Amines through Ipso- or Remote Hydroaminationa (selected)

ProposedMechanism

（转自：康龙化成）

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