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Synthesis 2001(12): 1878-1882
DOI: 10.1055/s-2001-17529
PAPER
© Georg Thieme Verlag Stuttgart · New York

C-Vinylation of 1-Vinylpyrroles with Benzoylacetylene on Silica Gel

Boris A. Trofimov*, Zinaida V. Stepanova, Lyubov N. Sobenina, Al’bina I. Mikhaleva, Igor’ A. Ushakov, Valentina N. Elokhina
A. E. Favorsky Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1, Favorsky Street, Irkutsk 664033, Russia
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Publication History

Received 22 March 2001
Publication Date:
11 August 2004 (online)

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Abstract

1-Vinylpyrroles readily add to benzoylacetylene on grinding the reagents with silica gel at room temperature to form 2-(E)-(2-benzoylvinyl)-1-vinylpyrroles in 50-84% yield in a regio- and stereoselective manner.

Key words

1-vinylpyrroles - benzoylacetylene - silica gel - 2-(E)-(2-benzoylvinyl)-1-vinylpyrroles - 1,2-divinylpyrroles

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