Ag. Mal'Kina et al., Cyanoacetylene and its derivatives: XXVI. Hydrohalogenation of 4-alkyl-4-hydroxy-2-alkynenitriles, RUSS J ORG, 37(5), 2001, pp. 649-654
The reaction of 4-alkyl-4-hydroxy-2-alkynenitrites with hydrogen halides (H
Cl and HI) in dioxane is accompanied by intramolecular cyclization with for
mation of 5,5-dialkyl-4-halo-2-imino-2,5-dihydrofuran hydrohalides. Treatme
nt of the latter with K2CO3 in ethanol yields 5,5-dialkyl-4-halo-2-imino-2,
5-diliydrofurans.