Direct Arylation of Pyrrole
Derivatives in Superbasic Media

Olena Vakuliuk; Beata Koszarna; Daniel T. Gryko

doi:10.1055/s-0030-1260128

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Synthesis 2011(17): 2833-2837
DOI: 10.1055/s-0030-1260128

PAPER

Direct Arylation of Pyrrole Derivatives in Superbasic Media

Olena Vakuliuk^a,b, Beata Koszarna^a, Daniel T. Gryko*^a,b
^a Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland
^b Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, 00-664 Warsaw, Poland
Fax: +48(22)3432036; e-Mail: daniel@icho.edu.pl;

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Publication History

Received 29 April 2011
Publication Date:
20 July 2011 (online)

Abstract
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Abstract

Direct arylation of N-alkyl- and N-arylpyrroles with aryl iodides can be performed in superbasic media, without external addition of a transition-metal catalyst. Lithium hydroxide in dimethyl sulfoxide promotes this reaction in a regioselective manner, leading to the expected 2-arylated products in good yield.

Key words

pyrrole - heterocycles - C-C coupling - C-H activation - aryl halides

Supporting Information

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Supplementary Material

Supporting Information