Organic letters

A Novel Anionic Domino Process for the Synthesis of o-Cyanoaryl-Methylthio/Alkyl/Aryl/Heteroaryl Acetylenes

S Kumar, S Peruncheralathan, H Ila, H Junjappa

Index: Kumar, Sarvesh; Peruncheralathan, Saravanan; Ila, Hiriyakkanavar; Junjappa, Hiriyakkanavar Organic Letters, 2008 , vol. 10, # 5 p. 965 - 968

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Citation Number: 21

Abstract

A novel unexpected anionic domino process involving n-BuLi-induced rearrangement of 3, 3- bis (methylthio) or 3-methylthio-3-aryl/heteroaryl/alkyl-o-bromoarylacrylonitriles to o- cyanoarylacetylenes in synthetically useful yields has been reported. The scope and generality of the reaction has been examined, and a possible mechanism has been proposed.