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Issue 23, 2003
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Unusual reactions of N-allylic difluoroenamines under thermal conditions

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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

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Publication details

The article was received on 12 Aug 2003, accepted on 03 Oct 2003 and first published on 20 Oct 2003


Article type: Communication
DOI: 10.1039/B309696C
Chem. Commun., 2003, 2902-2903

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    Unusual reactions of N-allylic difluoroenamines under thermal conditions

    H. Amii, Y. Ichihara, T. Nakagawa, T. Kobayashi and K. Uneyama, Chem. Commun., 2003, 2902
    DOI: 10.1039/B309696C

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