Synthesis of Substituted 3-Indolylimines and Indole-3-carboxaldehydes by Rhodium(II)-Catalyzed Annulation

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• 作者：Basker Rajagopal ; Chih-Hung Chou ; Ching-Cheng Chung ; Po-Chiao Lin
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：July 18, 2014
• 年：2014
• 卷：16
• 期：14
• 页码：3752-3755
• 全文大小：272K
• ISSN：1523-7052

文摘

An efficient Cu/Rh-catalyzed method is proposed for the synthesis of 3-indolylimines from N-propargylanilines through Rh(II)-catalyzed denitrogenative annulation of N-sulfonyl-1,2,3-triazoles. Further combined with hydrolysis or reduction, a one-pot method is developed to enable the direct incorporation of an imine, aldehyde, or amine group into an indole system from an alkyne. A variety of substituted 3-indolylimines, indole-3-carboxaldehydes, and 3-Indolylmethanamines are synthesized in good yields.