A new reaction of mesoionic 1,3,4-thiadiazoles. Attempted cycloaddition with dimethyl acetylenedicarboxylate
Abstract
Treatment of various mesoionic 1,3,4-thiadiazoles with dimethyl acetylenedicarboxylate yields tetramethylthiophen tetracarboxylate and the S-cyanothioimidate derivative; a mechanism involving fragmentation of the mesoionic ring is suggested.