Rhodium(I)-Catalyzed Direct Enantioselective C-H Functionalization of Indoles

被引：7

作者：

Zhu, Dong-Xing ^{[1
]}

Xu, Ming-Hua ^{[2
,3
,4
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China

[2] Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Shenzhen 518055, Peoples R China

[3] Southern Univ Sci & Technol, Dept Chem, Shenzhen 518055, Peoples R China

[4] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Henan, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 12期

基金：

中国国家自然科学基金;

关键词：

CATALYZED ASYMMETRIC REACTIONS; CARBENE INSERTION; PYRROLES; LIGANDS; CARBOXYLATES; STRATEGIES; ACCESS; BONDS; ACIDS;

D O I：

10.1021/acs.joc.2c02624

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly regiospecific vinylogous carbene insertion protocol for direct asymmetric C-H functionalization of indoles with arylvinyldiazoacetates has been developed. Under the catalysis of simple Rh(I)/chiral diene complexes, the reaction occurs solely at the vinylogous position of the vinylcarbenoid with exceptional E selectivity and enantiocontrol. It provides an efficient way to obtain an interesting class of chiral indole scaffolds bearing an alpha,beta-unsaturated ester unit and a gem-diaryl carbon stereocenter in good yields (<99%) with excellent enantioselectivities (<96%) at room temperature.

引用

页码：7844 / 7848

页数：5

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