Rhodium-Catalyzed Atroposelective C-H Arylation of(Hetero)Arenes Using Carbene Precursors as Arylating Reagents

被引:30
作者
Wang, Peiyuan [1 ]
Zou, Yun [1 ]
Kong, Lingheng [1 ]
Li, Xingwei [1 ]
机构
[1] Shaanxi Normal Univ SNNU, Sch Chem & Chem Engn, Xian 710062, Peoples R China
基金
中国博士后科学基金;
关键词
ASYMMETRIC CATALYSIS; KINETIC RESOLUTION; BIARYL COMPOUNDS; CHIRAL LIGANDS; CONSTRUCTION; ATROPISOMERS; ACTIVATION; ACCESS;
D O I
10.1021/acs.orglett.2c00968
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Rhodium(III)-catalyzed C-H activation-based arylation of sterically hindered (hetero)arenes has been realized usingdiazo compounds and triazoles as arylating reagents for atroposelective synthesis of two classes of biaryls. The coupling of 3-substituted indoles andN-sulfonyltriazoles afforded indoles with a C(2)-C chiral axis, while the arylation of 1-naphthylthioetherwithortho-quinone diazide afforded chiral binaphthyls. These coupling systems proceeded under mild conditions via C-H activationand carbene insertion despite the steric hindrance of both the arenes and the carbene precursors
引用
收藏
页码:3189 / 3193
页数:5
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