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Domino Alkylation-Cyclization Reaction of Propargyl Bromides with Thioureas/Thiopyrimidinones: A New Facile Synthesis of 2-Aminothiazoles and 5H-Thiazolo[3,2-a]pyrimidin-5-ones

Daniele Castagnolo, Mafalda Pagano, Martina Bernardini, Maurizio Botta*

*Dipartimento Farmaco Chimico Tecnologico, Universitą degli Studi di Siena, Via A. de Gasperi 2, 53100 Siena, Italy, Email:

D. Castagnolo, M. Pagano, M. Bernardini, M. Botta, Synlett, 2009, 2093-2096.

DOI: 10.1055/s-0029-1217700


A domino alkylation-cyclization reaction of propargyl bromides with thioureas and thio­pyrimidinones allows the synthesis of 2-aminothiazoles and 5H-thiazolo[3,2-a]pyrimidin-5-ones, respectively. Domino reactions were performed under microwave irradiation leading to desired compounds in a few minutes and high yields.

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Key Words

domino reaction, thiazoles, 2-aminothiazoles, thiazolopyrimidinones, microwave synthesis, antiviral agents

ID: J60-Y2009-2270