Selective Functionalization of Aromatic C(sp2)-H Bonds in the Presence of Benzylic C(sp3)-H Bonds by Electron-Deficient Carbenoids Generated from 4-Acyl-1-Sulfonyl-1,2,3-Triazoles

被引:49
作者
Miura, Tomoya [1 ]
Zhao, Qiang [1 ]
Murakami, Masahiro [1 ]
机构
[1] Kyoto Univ, Dept Synthet Chem & Biol Chem, Kyoto 6158510, Japan
关键词
arenes; C-H insertion; carbenoids; reaction mechanisms; rhodium; C-H FUNCTIONALIZATION; RHODIUM-CATALYZED TRANSANNULATION; ALPHA-DIAZOCARBONYL COMPOUNDS; CHIRAL DIRHODIUM CATALYSTS; DIAZO-COMPOUNDS; SULFONYL AZIDES; GOLD CATALYSIS; INSERTION; DIAZOESTERS; ARENES;
D O I
10.1002/anie.201709384
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A rhodium(II)-catalyzed reaction of newly prepared 4-acyl-1-sulfonyl-1,2,3-triazoles with benzene, and its derivatives, is investigated. Acceptor/acceptor carbenoids generated from 4-acyltriazoles undergo selective insertion at aromatic C(sp(2))-H bonds in the presence of benzylic C(sp(3))-H bonds to produce N-sulfonylenaminones.
引用
收藏
页码:16645 / 16649
页数:5
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