An Efficient Synthesis of Propargylamines via A3 Coupling Catalyzed by Silica-Grafted Imidazolium-Based Ionic Liquids

Jasmine Gupta

Abstract

An efficient method has been developed for the synthesis of propargylamines via A3 coupling reaction of aldehyde, amines and alkynes using silica-grafted immobilized ionic liquid as expeditious reusable catalyst. Three-component coupling (A3 coupling) is done using the terminal alkynes as a carbon nucleophile source via C-H activation. The imine/iminium ion and the copper acetylide intermediates formed in situ reacts to give the propargylamine as final product. In addition to short time requirement, ease of workability and eco-friendliness, other advantages of the method are extremely fast, cleaner than conventional reactions and lead to higher atom economy.

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