Abstract
AbstractThe reaction of chlorosulfonyl isocyanate (CSI) with 1,2,3‐triphenylaziridine (1) and some cis‐ and trans‐1‐cyclohexyl‐2‐aroyl‐3‐phenylaziridines, 4‐7 and 19‐22 has been described. The cis‐isomers of aziridines, 4‐7, undergo a smooth reaction with CSI to give the corresponding cis‐isomers of 2‐chlorosulfonylimino‐1,3‐oxazolidines, 8‐11, in good yields (65‐67%). While the trans‐isomers, 19‐22, gave unusual products 23‐26 which have been assigned a bicyclic structure, based on their physical and spectral (ir, pmr, ms) data. Plausible mechanisms have been postulated to explain the transformations.
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