Benzodiazepineandbenzothiazepinederivativeshavebeenwellknownastherapeuticallyimportantcompounds.Fournewtricyclicheterocycliccompounds,3a,4,5,11-tetrahydro-3H-1,2,4-triazolo[4,3-d][1,5]benzothiazepines(3),3a,4,5,11-tetrahydro-3H,6H-1,2,4-triazolo[4,3-d][1,5]benzodiazepine(4),3a,4,5,11-tetrahydro-1,2,4-oxadiazolo[4,5-d][1,5]benzothiazepines(5,6)and3a,4,5,11-tetrahydro-6H-1,2,4-oxadiazolo[4,5-d][1,5]benzodiazepines(7,8),havebeensynthesizedby1,3-dipolarcycloadditionreactionsof2,3-dihydro-1,5-benzothiazepinesand2,3-dihydro-1H-1,5-benzodiazepinewithbenzonitrileN-phenylimineandbenzonitrileoxides,respectively.Theconformationsofsomecycloadductsandcycloadditionmechanismaredescribed.