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Facile and Selective Synthesis of Propargylic Amines and 1,6-Diynes: One-Pot Three-Component Coupling Reactions of Alkynylsilanes, Aldehydes and Amines by a Cooperative Catalytic System Comprised of CuCl and Cu(OTf)2

Norio Sakai*, Naoki Uchida, Takeo Konakahara

*Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan, Email: sakachemrs.noda.tus.ac.jp

N. Sakai, N. Uchida, T. Konakahara, Synlett, 2008, 1515-1519.

DOI: 10.1055/s-2008-1077790



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Abstract

A three-component coupling reaction of alkynylsilanes, aldehydes and amines produces a variety of propargyl amine derivatives by a cooperative catalytic system comprised of CuCl and Cu(OTf)2. This catalytic system was successfully applied to the practical preparation of 1,6-diyne derivatives via twice-performed, domino-type coupling reactions.


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Key Words

propargylic amines, multicomponent reactions, copper catalysis, alkylnylsilanes


ID: J60-Y2008-1600