Two directions in the heterocyclization of thiocarbamoylpyridinium(isoquinolinium)ylides in their interaction with esters of acetylenecarboxylic acids

Abstract

It has been found that pyridinium- and isoquinoliniumthiocarbamoylazomethinylides react with esters of acetylenedicarboxylic and propiolic acids in two directions. The first direction is heterocyclization of the thioamide fragment of the ylide; under the influence of dimethyl acetylenedicarboxylate, a thiazolyl-4-one ring is formed, and by the interaction of the pyridiniumylide with methyl propiolate, a thiazin-4-one ring is formed. The second direction consists of annelation of the imidazole ring to the isoquinoline system upon reaction with methyl propiolate.

How to Cite
Berseneva, V. S.; Biryucheva, N. Yu. ; Bakulev, V. A. Chem. Heterocycl. Compd. 1993, 29, 1458. [Khim. Geterotsikl. Soedin. 1993, 1688.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF00531412