The reaction of 1‐azirines with 2‐pyridyl isothiocyanate: Possible approaches to benzodiazepine and benzodiazepine derivatives

Abstract

Abstract The structure of the dimer ( 5 ) from 2‐pyridyl isothiocyanate ( 1 ) has been confirmed by 13 C nmr spectral studies. The cycloaddition of 2‐pyridyl isothiocyanate with 1‐azirines results in the formation of thiazoles ( 10 ). Thermal decomposition of the vinyl azide ( 14 ) gives the pyrrole ( 15 ) and the pyridazine ( 16 ) instead of 2‐(2‐pyridyl)‐1‐azirine ( 12 ).