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Issue 50, 2017
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An unexpected rearrangement of pyrazolium halides based on N–N bond cleavage: synthesis of 1,2-dihydropyrimidines

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Abstract

The rearrangement of pyrazolium halides was observed, giving 1,2-dihydropyrimidines in good to high yields. A broad scope of pyrazolium halides bearing various N-substituted benzyls or alkyls can be utilized. A mechanistic study using isotope labelling experiments suggested that the present rearrangement proceeds through an ylide formation/ring cleavage/ring closure pathway to yield the observed product.

Graphical abstract: An unexpected rearrangement of pyrazolium halides based on N–N bond cleavage: synthesis of 1,2-dihydropyrimidines

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Publication details

The article was received on 01 Apr 2017, accepted on 26 May 2017 and first published on 02 Jun 2017


Article type: Communication
DOI: 10.1039/C7CC02525D
Citation: Chem. Commun., 2017,53, 6792-6795
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    An unexpected rearrangement of pyrazolium halides based on N–N bond cleavage: synthesis of 1,2-dihydropyrimidines

    Q. Chen, X. Liu, F. Guo and Z. Chen, Chem. Commun., 2017, 53, 6792
    DOI: 10.1039/C7CC02525D

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