Visible Light-Mediated Direct C-H Aroylation and Alkylation of Heteroarenes

被引：22

作者：

Chang, Rui ^{[1
]}

Fang, Jie ^{[1
]}

Chen, Jian-Qang ^{[1
]}

Liu, Dan ^{[1
]}

Xu, Guo-Qang ^{[1
]}

Xu, Peng-Fei ^{[1
]}

机构：

[1] Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Gansu, Peoples R China

来源：

ACS OMEGA | 2019年 / 4卷 / 09期

关键词：

FREE-RADICAL REACTIONS; BETA-PHENYLETHYLAMINES; SELECTIVE ALKYLATION; HOMOLYTIC ACYLATION; FUNCTIONALIZATION; ISOQUINOLINES; HETEROCYCLES; AGENTS; ACIDS;

D O I：

10.1021/acsomega.9b01674

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Herein, we describe the photocatalytic generation of nucleophilic aroyl radicals from simple aroyl chlorides as a universal and efficient cross-coupling strategy for the direct aroylation of heteroarenes. Furthermore, visible light-mediated direct alkylation of heteroarenes has also been achieved using unactivated bromoalkanes as radical precursors. These two strategies feature high functional group tolerance, exclusive regioselectivity for reaction at the more electrophilic position of heteroarenes, easily accessible substrates, and mild reaction conditions. Moreover, mechanism studies of two reactions are carried out to support our hypotheses.

引用

页码：14021 / 14031

页数：11

共 49 条

[1] Transition-Metal-Free Acylation of Quinolines and Isoquinolines with Arylmethanols via Oxidative Cross-Dehydrogenative Coupling Reactions [J].