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Synthesis 2004(12): 1935-1937  
DOI: 10.1055/s-2004-829134
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York

A Rapid Synthesis of Thieno[2,3-c]pyridine and 2-Substituted Thieno[2,3-c]pyridines

Amaury Graulich*, Jean-François Liégeois
University of Liège, Natural and Synthetic Drugs Research Center, Laboratory of Medicinal Chemistry, avenue de l’Hôpital, 1 (B36), 4000 Liège 1, Belgium
Fax: +32(4)3664362; e-Mail: A.Graulich@student.ulg.ac.be;
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Publication History

Received 27 February 2004
Publication Date:
01 July 2004 (online)

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Abstract

A convenient preparation of thieno[2,3-c]pyridine 3a and of several original 2-substituted-thieno[2,3-c]pyridines 3b-f is achieved by cyclization of the Schiff base resulting from the condensation between a 2-thiophenecarboxaldehyde 1a-f and aminoacetaldehyde dimethyl acetal. This procedure provides especially good yields in the case of 2-halogenated analogues.

Keywords

cyclizations - electrophilic aromatic substitutions - heterocycles - Schiff bases - thienopyridine

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