Unusual reactions of N-allylic difluoroenamines under thermal conditions

Chemical Communications Pub Date: 2003-10-20 DOI: 10.1039/B309696C

Abstract

N-Allylic difluoroenamines exhibited unusual behaviors under thermal conditions; N-allyl difluoroenamines in refluxing xylene afforded not only aza-Claisen rearrangement products, but also 2-azabicyclo[2.1.1]hexanes, whose formation could be explained via intramolecular [2+2]-cycloaddition, whilst N-prenyl difluoroenamine underwent an ene reaction to give the pyrrolidine as a sole product.

Graphical abstract: Unusual reactions of N-allylic difluoroenamines under thermal conditions
Recommended Literature