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钯催化卡宾对脂肪胺γ-C(sp) -H键的区域选择性插入反应

Palladium-Catalyzed Regioselective Insertion of Carbenes into γ-C(sp)-H Bonds of Aliphatic Amines.

作者信息

Zhang Peng, Li Cheng-Xin, Wang ShihaoZhi, Zhang Xue-Jing, Yan Ming

机构信息

Guangdong Provincial Key Laboratory of Chiral Molecules and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China.

出版信息

Org Lett. 2024 Apr 5;26(13):2523-2528. doi: 10.1021/acs.orglett.4c00038. Epub 2024 Mar 27.

Abstract

A migratory insertion of carbenes into distal γ-C(sp)-H bonds of aliphatic amines has been successfully developed. The synergistic interplay among a palladium catalyst, picolinamide directing group, a carefully selected base additive, and an essential ligand proved crucial in achieving high yields. These findings hold significant value for advancing the exploration of regioselective carbene insertions into nonactivated C(sp)-H bonds.

摘要

已成功开发出一种卡宾向脂肪族胺的远端γ-C(sp)-H键进行迁移插入的反应。钯催化剂、吡啶甲酰胺导向基团、精心选择的碱添加剂和一种关键配体之间的协同相互作用被证明对于实现高产率至关重要。这些发现对于推进区域选择性卡宾插入未活化C(sp)-H键的探索具有重要价值。

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