Nitrosoalkenes: Synthesis and Reactivity

Abstract

Abstract Some α‐ and β‐halonitrosoalkenes 1 have been synthesized and characterized. The halogen atoms of the oxime precursors 2 can be substituted by alkoxy groups. Two kinds of cycloaddition reaction of 1 have been observed: (i) reaction of the NO group with dienes gives 3, 6‐dihydrooxazine derivatives 6 which isomerise to epoxyepimines 7 in most cases of β‐substituted nitrosoalkenes; (ii) if 4, 5‐dihydrooxazines 22 are obtained, the cycloaddition of the nitrosoalkenes as 4π‐component is presumed.