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
在低于室温的温度下,在
氯化溶剂中用N 2 O 5处理11个在环氮上带有各种取代基的氮杂
环丁烷,在某些情况下,通过类似的新型开环硝化反应,形成1,
3-硝胺-
硝酸盐产物。到建立
氮丙啶的
水平。发生开环的
硝酸硝胺硝酸盐的收率通常为中到高(41–88%),但带有N-酰基取代基(乙酰基,丁酰基或
氨基甲酰基)的氮杂
环丁烷则进行环外取代基的硝化反应以形成N -硝基氮杂
环丁烷。同样,带有强吸电子基团(如苦味
酚)的氮杂
环丁烷对N 2 O 5呈惰性。与
氮丙啶相比,氮杂
环丁烷的不同反应性是根据四元环化合物的降低的环应变来合理化的。