SYNTHESIS OF HETEROCYCLES ON THE BASIS OF ANION ARYLATIED PRODUCTS OF UNSATURATED-COMPOUNDS. PART 4. CYCLOCONDENSATION OF 3-ARYL-2-HALO(THIOCYANATE)PROPIONITRILES

Abstract

Products from the anionic arylation of acrylonitrile show ring closure on interaction with S,N-nucleophiles. The reactions of 3-aryl-2-halopropionitriles with thiourea and ammonium N-phenyldithiocarbamate give respectively 2,4-diimino-5-arylmethylthiazolidines and 4-amino-5-arylmethyl-3-phenyl-4-thiazolin-2-thiones. Hydrogen bromide reacts with 3-aryl-2-thiocyanatopropionitriles to give 4-amino-5-arylmethyl-2-bromothiazoles.

Authors: N. D. Obushak, V. S. Matiichuk, R. L. Martyak, and N. I. Ganushchak.

English Translation in Chemistry of Heterocyclic Compounds, 1999, 35 (1), pp 93-96

http://link.springer.com/article/10.1007/BF02251670