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Chemo- and regioselectivity in the reactions of polyfunctional pyrroles
Authors:Gabriella Marth  Barry G. Thompson  Paul W. Groundwater
Affiliation:a Sunderland Pharmacy School, University of Sunderland, Sunderland, SR1 3SD, UK
b High Force Research Ltd., Bowburn North Industrial Estate, Bowburn, Durham, DH6 5PF, UK
Abstract:The chemo- and regioselectivity of the reduction, oxidation and Wittig reaction of polyfunctional pyrroles, containing a variety of reactive centres was investigated. The reaction of 3,5-dichloropyrrole-2,4-dicarboxaldehydes with potassium permanganate leads to regioselective oxidation of the 2-formyl group, while the Wittig reaction with 1 equiv of a triphenylphosphorane produced the 2-alkenyl substituted pyrroles.
Keywords:Pyrroles   Chemoselectivity   Regioselectivity   Wittig   Reduction   Oxidation
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