Visible-light-mediated external-reductant-free reductive cross coupling of benzylammonium salts with (hetero)aryl nitriles

被引：56

作者：

Miao, Meng ^{[1
]}

Liao, Li-Li ^{[1
]}

Cao, Guang-Mei ^{[1
]}

Zhou, Wen-Jun ^{[2
]}

Yu, Da-Gang ^{[1
]}

机构：

[1] Sichuan Univ, Coll Chem, Key Lab Green Chem & Technol, Minist Educ, Chengdu 610064, Sichuan, Peoples R China

[2] Neijiang Normal Univ, Coll Chem & Chem Engn, Neijiang 641100, Peoples R China

来源：

SCIENCE CHINA-CHEMISTRY | 2019年 / 62卷 / 11期

基金：

中国国家自然科学基金;

关键词：

reductive cross coupling; visible light; external-reductant-free; ALPHA-AMINO-ACIDS; PHOTOREDOX CATALYSIS; ALKYL-HALIDES; DECARBOXYLATIVE ARYLATION; ALDEHYDES; KETONES; DRIVEN; IMINES; CARBOXYLATION; ACTIVATION;

D O I：

10.1007/s11426-019-9597-8

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Herein we report a novel visible-light-mediated external reductant-free reductive cross coupling for the construction of C sp(2)-C sp(3) bonds. A variety of benzylammonium salts underwent selective coupling with (hetero)aryl nitriles to deliver important diarylmethanes under mild reaction conditions. Importantly, photocatalysts can be omitted for many cases, which might involve the electron donor acceptor (EDA) complex. Mechanistic studies indicated benzylic radicals might be involved as the key intermediates. Moreover, the in situ generated NMe3 via cleavage of C-N bond in ammonium salts acts as the electron donor, thus avoiding the use of external-reductant.

引用

页码：1519 / 1524

页数：6

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