铑（III）催化的N-甲氧基-1H-吲哚-1-甲酰胺与芳基硼酸的选择性偶联反应。

Rh(III)-catalyzed selective coupling of N-methoxy-1H-indole-1-carboxamides and aryl boronic acids.

作者信息

Zheng Jing, Zhang Yan, Cui Sunliang

机构信息

Institute of Materia Medica and College of Pharmaceutical Sciences, Zhejiang University , 866 Yuhangtang Road, Hangzhou 310058, P. R. China.

出版信息

Org Lett. 2014 Jul 3;16(13):3560-3. doi: 10.1021/ol5014312. Epub 2014 Jun 24.

DOI:10.1021/ol5014312

PMID:24959967

Abstract

A Rh(III)-catalyzed selective coupling of N-methoxy-1H-indole-1-carboxamide and aryl boronic acids is reported. The coupling is mild and efficient toward diverse product formation, with selective C-C and C-C/C-N bond formation. Kinetic isotope effects studies were conducted to reveal a mechanism of C-H activation and electrophilic addition.

摘要

据报道，铑（III）催化N-甲氧基-1H-吲哚-1-甲酰胺与芳基硼酸发生选择性偶联反应。该偶联反应条件温和，能高效生成多种产物，可选择性地形成碳-碳键以及碳-碳/碳-氮键。开展了动力学同位素效应研究以揭示碳-氢键活化和亲电加成的机理。