Tertiary-Alcohol-Directed Functionalization of Remote C(sp3)-H Bonds by Sequential Hydrogen Atom and Heteroaryl Migrations

被引：178
|
作者：
Wu, Xinxin [1 ]
Wang, Mingyang [1 ]
Huan, Leitao [1 ]
Wang, Dongping [1 ]
Wang, Jinwei [1 ]
Zhu, Chen [1 ]
机构：
[1] Soochow Univ, Key Lab Organ Synth Jiangsu Prov, Coll Chem Chem Engn & Mat Sci, 199 Ren Ai Rd, Suzhou 215123, Jiangsu, Peoples R China
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2018年 / 57卷 / 06期
基金：
中国国家自然科学基金;
关键词：
C-H activation; electron transfer; heteroaryls; photocatalysis; radicals; VISIBLE-LIGHT PHOTOCATALYSIS; COUPLED ELECTRON-TRANSFER; PHOTOREDOX CATALYSIS; ALKOXY RADICALS; PHOTOCHEMICAL-REACTION; H BONDS; GENERATION; CLEAVAGE; TETRAHYDROFURANS; HYPOCHLORITES;
D O I：
10.1002/anie.201709025
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Reported for the first time is a tertiary-alcohol-guided heteroarylation of remote C(sp(3))-H bonds. The mild and direct generation of alkoxyl radicals from alcohols is enabled by visible-light photocatalysis. A remote hydrogen atom and heteroaryl migration sequence are involved in the reaction. Many sensitive groups remain intact in the reaction, thus illustrating wide functional-group compatibility. This protocol provides a practical strategy for the late-stage modification of alkyl ketones.
引用
收藏
页码：1640 / 1644
页数：5
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