A new series of 6H-1,2-oxazines were synthesized by the reaction of ketones with hydroxylamine hydrochloride in the presence of sodium acetate to give ketoximes 1(a-e). Chloramine-T was used as an effective reagent for the generation of α-nitrosolefins from ketoximes 1(a-e) which subsequently underwent hetero Diels-Alder reaction with terminal acetylenes 4(a-d), to give 6H-1,2-Oxazine derivatives 5(a-t).
A new series of 5,6-dihydro-4H-1,2-oxazines were synthesized via hetero Diels-Alder reaction of α-nitrosolefins with derivatives of allylbenzene. α-Nitrosoolefins were generated from ketoximes by the action of chloramine-T and triethylamine.
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