Gold(I)/Gold(III)-Catalyzed Selective Synthesis of - Sulfonyl Enaminone Isomers from Sulfonamides and Ynones via Two Distinct Reaction Pathways

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journal

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Original languageEnglish
Pages (from-to)4734-4737
Journal / PublicationOrganic Letters
Volume19
Issue number18
Online published31 Aug 2017
Publication statusPublished - 15 Sep 2017

Abstract

Au-catalyzed chemoselective methods for synthesizing N - sulfonyl enaminones are developed. Two different isomers are obtained in a chemocontrolled manner by employing the different properties of Au(I) and Au(III) catalysts. Hydroamidation and proton-assisted carbonyl activation followed by Meyer−Schuster rearrangement are proposed as the working mechanisms for the reactions. A wide range of substrates afforded moderate to excellent yields and selectivities. These reactions represent the first examples of transition-metal-catalyzed enamine synthesis from sulfonamides and alkynes. 

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