An Efficient, Regiocontrolled Synthesis Of 5-Aryl-2-Carbethoxypyrroles From 3-Aryl-3-Chloropropeniminium Salts

    Authors

    J. T. Gupton; D. A. Krolikowski; R. H. Yu; P. Vu; J. A. Sikorski; M. L. Dahl;C. R. Jones

    Comments

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    Abbreviated Journal Title

    J. Org. Chem.

    Keywords

    PYRROLE-2-CARBOXYLATES; 1, 3-DIKETONES; HETEROCYCLES; Chemistry, Organic

    Abstract

    A variety of 3-aryl-3-chloropropeniminium salts react with alpha-amino acid esters under basic conditions to produce 2-carbethoxy-5-arylpyrroles in a regioselective manner. The overall process represents a short, efficient, and convergent synthesis of 2,5-disubstituted pyrroles, and azomethine ylides or azapentadienyl anions may be involved as intermediates.

    Journal Title

    Journal of Organic Chemistry

    Volume

    57

    Issue/Number

    20

    Publication Date

    1-1-1992

    Document Type

    Article

    Language

    English

    First Page

    5480

    Last Page

    5483

    WOS Identifier

    WOS:A1992JQ22700033

    ISSN

    0022-3263

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