2-(N-methylanilino)-2-phenylthioacetonitrile: A useful reagent for preparation of conjugated α-amino alkenenitriles via tandem alkylation and dehydrosulphenylation
Journal
Journal of the Chemical Society, Perkin Transactions 1
Journal Issue
12
Pages
3365-3367
Date Issued
1990
Author(s)
Chen, C.-C.
Abstract
Alkylation of the anion of 2-(N-methylanilino)-2-phenylthioacetonitrile 1 with halogenoalkanes resulted in concurrent elimination of benzenethiol to give conjugated α-aminoalkenenitriles of 2E-configuration. Counterattack by bromide and benzenethiolate ions was observed in the prolonged reactions of 1 with 1,4-dibromobut-2-ene and 3-bromo-1-(trimethylsilyl)prop-1-yne. © 1990 by The Royal Society of Chemistry.
SDGs
Type
journal article