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Synthesis 2007(3): 447-451  
DOI: 10.1055/s-2007-965884
PAPER
© Georg Thieme Verlag Stuttgart · New York

Regioselective Cross-Coupling of 1-Vinylpyrroles with Acylbromoacetylenes on Al2O3: Synthesis of 2-(2-Acylethynyl)-1-vinylpyrroles

B. A. Trofimov*, L. N. Sobenina, Z. V. Stepanova, I. A. Ushakov, O. V. Petrova, O. A. Tarasova, K. A. Volkova, A. I. Mikhaleva
A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Street, 664033 Irkutsk, Russia
Fax: +7(3952)511926; e-Mail: boris_trofimov@irioch.irk.ru;
Further Information

Publication History

Received 24 July 2006
Publication Date:
12 January 2007 (online)

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Abstract

1-Vinyl- and 1-isopropenylpyrroles enter readily (ambient temperature) into cross-coupling reaction with acylbromoacet­ylenes on Al2O3 to furnish regioselectively 2-(2-acylethynyl)-1-vinyl- and 2-(2-acylethynyl)-1-isopropenylpyrroles in 39-70% yield.

Key words

1-vinylpyrroles - 1-isopropenylpyrroles - acylbromo­acetylenes - 2-(2-acylethynyl)pyrroles - cross-coupling reaction - Al2O3

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