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Issue 23, 2014
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A copper-catalyzed coupling reaction of vinyl halides and carbazates: application in the assembly of polysubstituted pyrroles

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Abstract

CuI-catalyzed coupling of vinyl halides with carbazates gives N-protected N-alkenylhydrazines, which are condensed with ketones under acidic conditions to give polysubstituted pyrroles. The pyrrole synthesis may go through a similar mechanism with Fischer indole synthesis, which involves a [3,3]-sigmatropic rearrangement and other reactions.

Graphical abstract: A copper-catalyzed coupling reaction of vinyl halides and carbazates: application in the assembly of polysubstituted pyrroles

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Publication details

The article was received on 23 Dec 2013, accepted on 27 Jan 2014 and first published on 31 Jan 2014


Article type: Communication
DOI: 10.1039/C3CC49724K
Citation: Chem. Commun., 2014,50, 3085-3088
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    A copper-catalyzed coupling reaction of vinyl halides and carbazates: application in the assembly of polysubstituted pyrroles

    C. Zhou and D. Ma, Chem. Commun., 2014, 50, 3085
    DOI: 10.1039/C3CC49724K

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