Stereospecific synthesis of azeto[2,1-d]-[1,5]benzothiazepin/diazepin-1-ones

Abstract

2a,4-Disubstituted 2-phenoxy-2,2a,3,4-tetrahydro-1H-azeto[2,1-d][1,5]benzothiazepin-1-ones and 5-benzoyl-2-phenoxy-2a,3,4,5-tetrahydro-azeto[1,2-a][1,5]benzodiazepin-1(2H)-one s were synthesized in moderate to good yields by stereospecific Staudinger cycloaddition reactions of 2,4-disubstituted 2,3-dihydro-1,5-benzothiazepines and 1-benzoyl-2,3-dihydro-1H-1,5-benzodiazepines, respectively, with phenoxy acetyl chloride in the presence of triethylamine in anhydrous benzene.