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Synthesis 2006(5): 847-852  
DOI: 10.1055/s-2006-926333
PAPER
© Georg Thieme Verlag Stuttgart · New York

Recyclization of 2-Imino-2H-1-benzopyrans with Nucleophilic Reagents - Reaction of 2-Iminocoumarin-3-carboxamides with 2-Aminothiophene-3-carboxamides

Sergiy M. Kovalenko*, Sergiy V. Vlasov, Valentin P. Chernykh
National University of Pharmacy, 53 Pushkinska str., Kharkiv 61002, Ukraine
e-Mail: kosn@ic.kharkov.ua;
Further Information

Publication History

Received 26 September 2005
Publication Date:
14 February 2006 (online)

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Abstract

In the course of our research on the synthesis of coumarins, the interaction of 2-iminocoumarin-3-carboxamides with a series of 2-aminothiophene-3-carboxamides was studied. It was established that the initial products - 2-substituted coumarin-3-carboxamides - can undergo rearrangement to 2-(coumarin-3-yl)thieno[2,3-d]pyrimidin-4-ones by refluxing in DMF.

Key words

cyclizations - heterocycles - lactones - Gewald reaction - coumarins

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