Rh-Catalyzed N–O Bond Cleavage of Anthranil: A C–H Amination Reagent for Simultaneous Incorporation of Amine and a Functional Group

A novel Rh­(III)-catalyzed C–H bond amination with the simultaneous release of a formyl group at distal positions is realized employing anthranil as a new type of C–H amination reagent. This chemistry provides an efficient protocol for the synthesis of 2-acyl diarylamines, which are important struct...

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Bibliographic Details
Published in:Organic letters 2016-06, Vol.18 (12), p.3030-3033
Main Authors: Zou, Miancheng, Liu, Jianzhong, Tang, Conghui, Jiao, Ning
Format: Article
Language:English
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Summary:A novel Rh­(III)-catalyzed C–H bond amination with the simultaneous release of a formyl group at distal positions is realized employing anthranil as a new type of C–H amination reagent. This chemistry provides an efficient protocol for the synthesis of 2-acyl diarylamines, which are important structural motifs in many bioactive compounds. This new type of C–H amination reagent possesses the advantages of high atom economy, avoids the use of external oxidants, and enables further transformation of the amination products.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b01459