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  • Title: Multicomponent synthesis of pyrroles from cyclopropanes: a one-pot palladium(0)-catalyzed dehydrocarbonylation/dehydration.
    Author: Humenny WJ, Kyriacou P, Sapeta K, Karadeolian A, Kerr MA.
    Journal: Angew Chem Int Ed Engl; 2012 Oct 29; 51(44):11088-91. PubMed ID: 23038065.
    Abstract:
    Ring the changes: The cycloaddition of nitrones with 1-carboallyloxy-1-carbomethoxycyclopropanes yields tetrahydro-1,2-oxazines, which in turn undergo a Tsuji dehydrocarbonylation to give dihydro-1,2-oxazines (see scheme; dba = dibenzylideneacetone). Addition of base to this reaction mixture results in clean conversion to pyrroles. The result is a flexible three-component strategy for the synthesis of tetrasubstituted pyrroles.
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