Synthesis of fused dihydro-1,2,4-thiadiazolimines from cyano-substituted azides and acyl isothiocyanates
Abstract
Organic azides, bearing a nitrite function at the γ- or δ-position, react with acyl isothiocyanates to give fused dihydro-1,2,4-thiadiazolimines. Representative examples are given. In the case of 2-cyanobenzyl azide and benzoyl isothiocyanate, the formation of 9b is accompanied by two side products, 15 and 16. Mechanisms are presented to explain the formation of the products.