Enantioselective Intermolecular Radical Amidation and Amination of Benzylic C-H Bonds via Dual Copper and Photocatalysis

被引：38

作者：

Chen, Xuemeng ^{[1
]}

Lian, Zhong ^{[2
,3
]}

Kramer, Soren ^{[1
]}

机构：

[1] Tech Univ Denmark, Dept Chem, DK-2800 Lyngby, Denmark

[2] Sichuan Univ, West China Hosp, State Key Lab Biotherapy & Canc Ctr, Dept Dermatol, Chengdu, Peoples R China

[3] Sichuan Univ, West China Sch Pharm, Chengdu, Peoples R China

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2023年 / 62卷 / 13期

基金：

中国国家自然科学基金;

关键词：

Benzylamides; Benzylamines; Copper; Enantioselectivity; Photocatalysis; PHOTOREDOX;

D O I：

10.1002/anie.202217638

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A method for direct access to enantioenriched benzylic amides and carbamate-protected primary benzylamines by C-H functionalization is reported. The C-H substrate is used as limiting reagent with only a small excess of the unactivated amide or carbamate nucleophile. The enantioselective intermolecular dehydrogenative C-N bond formation is enabled by a combination of a chiral copper catalyst, a photocatalyst, and an oxidant, and it takes place under mild conditions, which allow for a broad substrate scope. The method is compatible with late-stage C-H functionalization, and it provides easy access to N-15-labeled amides and amines starting from cheap (NH4Cl)-N-15.

引用

页数：6

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