The possibility was considered that an oxazetidine was formed by addition of nitrosoarene to the butene which could either ring open to the hydroxylamine or be deoxygenated by triethyl phosphite to the aziridine. This was rendered much less likely by the observation that though both p-trifluoromethylnitrosobenzene and PhNO give "ene"-type products with 2,3-dimethyl-2-butene they do not give any aziridine in the inverse addition in the presence of (EtOlsP. That aziridines are also formed from C6FSN3 by photolysis also supports the electrophilic nitrene hypothesis for the addition to olefinic double bonds.
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