Eleven azetidines, bearing various types of substituents on the ring nitrogen, were treated with N2O5 in chlorinated solvents at sub-ambient temperature and in certain cases formed 1, 3-nitramine-nitrate products by a novel ring-opening nitration reaction analogous to that established for aziridines. Yields of the nitramine-nitrates, where ring-opening took place, were generally moderate to high (41–88%), but azetidines bearing N-acyl substituents ( ...
