Study of 1,3‐Dipolar Cycloaddition and Ring Contraction of New 1,4‐Phenylene‐bis[1,5]benzothiazepine Derivatives

Abstract

Some 1,4‐phenylene‐bis[1,2,4]oxadiazolo‐[5,4‐d][1,5]benzothiazepine derivatives (4a, 4b, 4c) were synthesized by 1,3‐dipolar cycloaddition reaction of benzohydroximinoyl chloride with 1,4‐phenylene‐bis(4‐aryl)‐2,3‐dihydro[1,5]benzothiazepine (2a, 2b, 2c); meanwhile, compounds 2a, 2b, 2c also occurred ring contraction under acylating condition to obtain bis[2‐aryl‐2′‐(β‐1,4‐phenylenevinyl)‐3‐acetyl]‐2,3‐dihydro[1,5]benzothiazoles (3a, 3b, 3c). The structures of some novel compounds were confirmed by IR, 1H‐NMR, elemental, and X‐ray crystallographic analysis.