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Synthesis 2002(3): 0403-0408
DOI: 10.1055/s-2002-20044
PAPER
© Georg Thieme Verlag Stuttgart · New York

New Regioselective Synthesis of 7H-Imidazo[2,1-b][1,3]thiazine and 2H,6H-Pyrimido[2,1-b][1,3]thiazine Derivatives.

Cyrille Landreau, David Deniaud*, Alain Reliquet, Jean Claude Meslin
Laboratoire de Synthèse Organique, UMR CNRS 6513, Faculté des Sciences et des Techniques 2, Rue de la Houssinière, BP 92208, 44322 Nantes Cedex 03, France
Fax: +33(2)51125402; e-Mail: david.deniaud@chimie.univ-nantes.fr;
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Publication History

Received 2 January 2002
Publication Date:
28 July 2004 (online)

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Abstract

A series of the title compounds were prepared by the reaction of amidines 2 with α-bromoketones, acid chlorides or acrylic dienophiles. The four steps synthesis reaction from thiourea and full characterisation of 7H-imidazo[2,1-b][1,3]thiazines 4, 2H,6H-pyrimido[2,1-b][1,3]thiazin-6-ones 5, and 2H,6H-pyrimido[2,1-b][1,3]thiazines 6 are described.

Key words

bicyclic compounds - heterocycles - alkylations - acylations - Diels-Alder reactions