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Rhodium-Catalyzed Cyclization of 2-Ethynylanilines in the Presence of Isocyanates: Approach toward Indole-3-carboxamides

Akiho Mizukami, Yumi Ise, Tetsutaro Kimachi and Kiyofumi Inamoto*

*School of Pharmacy and Pharmaceutical Sciences, Mukogawa Women’s University, 11-68, 9-Bancho, Koshien, Nishinomiya, Hyogo 663-8179, Japan, Email:

A. Mizukami, Y. Ise, T. Kimachi, K. Inamoto, Org. Lett., 2016, 18, 748-751.

DOI: 10.1021/acs.orglett.6b00007 (free Supporting Information)

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The use of a rhodium catalyst enables a catalytic synthesis of 2-substituted indole-3-carboxamides in very good yields from 2-ethynylanilines and isocyanates via a tandem-type, cyclization-addition sequence under mild reaction conditions. The broad substrate scope and good functional group compatibility make the method highly efficient and widely applicable.

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ID: J54-Y2016