New aspects of nitrosation of arylcyclopropanes: nitrosation of phenylcyclopropanes with bulky alkyl substituents in the small ring
It has been shown for the first time that nitrosation of phenylcyclopropanes with bulky alkyl substituents in the small ring proceeds predominantly with attack of the nitrosonium cation on the benzyl carbon atom of the cyclopropane ring with intermediate formation of an alkyl carbocation. In addition to isoxazolines, 1,2-oxazines and Δ1-pyrroline N-oxide are formed, formation of the latter is preceded by skeletal rearrangement.