Direct α-Arylation of Ethers through the Combination of Photoredox-Mediated C-H Functionalization and the Minisci Reaction

被引：404

作者：

Jin, Jian ^{[1
]}

MacMillan, David W. C. ^{[1
]}

机构：

[1] Princeton Univ, Merck Ctr Catalysis, Princeton, NJ 08544 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 05期

关键词：

alkylation; C-H functionalization; ethers; heterocycles; photoredox catalysis; FREE-RADICAL REACTIONS; NUCLEOPHILIC CHARACTER; ALKYL RADICALS; HETEROAROMATIC BASES; RATE CONSTANTS; SINGLE-LAYER; LIGHT; CATALYSIS; PHOTOCHEMISTRY; PHOTOPHYSICS;

D O I：

10.1002/anie.201410432

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The direct alpha-arylation of cyclic and acyclic ethers with heteroarenes has been accomplished through the design of a photoredox-mediated C-H functionalization pathway. Transiently generated alpha-oxyalkyl radicals, produced from a variety of widely available ethers through hydrogen atom transfer (HAT), were coupled with a range of electron-deficient heteroarenes in a Minisci-type mechanism. This mild, visible-light- driven protocol allows direct access to medicinal pharmacophores of broad utility using feedstock substrates and a commercial photocatalyst.

引用

页码：1565 / 1569

页数：5

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