Generation and Reactions of Carbanions from Dialkylamino (Methylthio) Acetonitriles

A Jonczyk, Z Owczarczyk, MŁ Makosza…

Index: Jonczyk, Andrzej; Owczarczyk, Zbyslaw; Makosza, Mieczyslaw; Winiarski, Jerzy Bulletin des Societes Chimiques Belges, 1987 , vol. 96, # 4 p. 303 - 310

Full Text: HTML

Citation Number: 4

Abstract

Abstract Dialkylamino (methylthio) acetonitriles 1 have been prepared by two independent pathways. The carbanions generated from 1 in various base/solvent systems reacted with alkyl halides or electrophilic alkenes to give unstable products 2 and 5 respectively. These products were transformed into amides 3 or acids 4 and 6. On the other hand, carbanions from 1 with ethyl maleinate or ω-nitrostyrene afforded products of aliphatic vicarious ...