Synthesis and Reactivity of 2-(1,2,3-Dithiazol-5- Ylidene)Aminothiophenes

Abstract

The reaction of aminothiophenes (1) with Appel's salt (2) affords 2-(1,2,3-dithiazol-5-ylidene)aminothiophenes (3). Under the action of ZnCl₂, the latter compounds are transformed into 1,3-oxazin-4-one systems (4). The reactions of compounds 4 with dienophiles under atmospheric or high pressure give thienopyridines (6–11); the reactions with amines produce pyrimidinones (12) and guanidines (14–15).

Keywords:

• Aminothiophenes
• cycloaddition
• 1,2,3-dithiazolimines
• high pressure
• thienopyridines