An Efficient, High-Yield Preparation of Substituted 2,2′-Bipyrroles

J. L. Sessler; M. C. Hoehner

doi:10.1055/s-1994-22798

Synlett 1994; 1994(3): 211-212
DOI: 10.1055/s-1994-22798

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An Efficient, High-Yield Preparation of Substituted 2,2′-Bipyrroles

J. L. Sessler^* , M. C. Hoehner

^*Department of Chemistry and Biochemistry, University of Texas at Austin, Austin, Texas 78712, U.S.A

Abstract

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An improved synthesis of alkyl substituted 2,2′-bipyrroles is described. It involves first pyrrolic nitrogen protection of substituted 2-iodopyrroles, then Ullmann-type coupling, followed finally by deprotection of the resulting 2,2′-bipyrroles. Using this procedure, yields of 2,2′-bipyrroles are typically enhanced by 20 to 30% depending on the pyrrole ring substitution and the scale of the reaction.

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