GENERATION AND REACTIONS OF CARBANIONS FROM DIALKYLAMINO(METHYLTHIO)ACETONITRILES
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 nucleophilic substitution 7, while with 1-nitronaphthalene, the product of aromatic vicarious nucleophilic substitution 8.
Jonczyk, Andrzej,Owczarczyk, Zbyslaw,Makosza, Mieczyslaw,Winiarski, Jerzy
p. 303 - 310
(2007/10/02)
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