86790-59-2Relevant academic research and scientific papers
CYANOACETYLENE AND ITS DERIVATIVES. VII.* REACTION OF TERTIARY CYANOACETYLENE ALCOHOLS AND THEIR ACETALS WITH IMIDAZOLE
Skvortsov, Yu. M.,Mal'kina, A. G.,Trofimov, B. A.,Kositsina, E. I.,Voronov, V. K.,Baikalova, L. V.
, p. 1008 - 1014 (2007/10/02)
The nucleophilic addition of imidazole to cyanoacetylene alcohols is regioselective and leads to the formation of β-hydroxyalkyl-β-imidazolylacrylonitriles, which undergo cyclization to dihydrofurans in the presence of bases (sodium hydroxide, potassium hydroxide).The E isomer takes part in cyclization.The reaction is accompanied by the elimination of imidazole and the formation of lactone.
