Synthesis 2007(23): 3620-3626  
DOI: 10.1055/s-2007-990870
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of 4(5)-Acyl-2-aminoimidazoles and Vinylogues

Christoph Pöverleina, Nicolas Jacobib, Peter Mayera, Thomas Lindel*b
a Department of Chemistry and Biochemistry, Faculty of Chemistry and Pharmacy, Ludwig Maximilian University, Butenandtstr. 5-13, 81377 Munich, Germany
b Institute of Organic Chemistry, Faculty of Life Sciences, TU Braunschweig, Hagenring 30, 38106 Brunswick, Germany
Fax: +49(531)3917744; e-Mail: th.lindel@tu-bs.de;
Further Information

Publication History

Received 1 June 2007
Publication Date:
31 October 2007 (online)

Abstract

A convenient protocol for the preparation of 4(5)-acyl-2-aminoimidazoles and vinylogues is disclosed employing a crystalline imidazole-derived iminophosphorane as the coupling partner in Heck and Sonogashira reactions. For the first time, derivatives of urocanic acid bearing a free amino group in the 2′-position are described.

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CCDC numbers: 644864 (2), 644865 (18).