A green, microwave-mediated, multicomponent synthesis of pyrimidine and pyrimidinone derivatives

A green, microwave-mediated, multicomponent synthesis of pyrimidine and pyrimidinone derivatives

Xavier, Augusto L.; Alexandrino, Daniel S.; Falcão, Emerson P. S.; Srivastava, Rajendra M.; Anjos, Janaina V. dos

Abstract:

Pyrimidine and their oxo-derivatives are well-known for their biological properties and high potential in drug discovery. Thus, our group has been involved in synthesizing and testing the pharmacological activities of these classes of heterocycles. Several methodologies are available for synthesizing those rings.1 In most cases, it is first prepared a Michael intermediate from an aldehyde and a ‘’methylene active’’ compound and then this adduct can react with amidines, guanidines, urea, thiourea, methylisourea or methylisothiourea, in the presence of organic bases as catalysts. This process may take two days of lab work for the obtention of a sole product. In this work, we describe a rapid, green, microwave mediated and multicomponent synthesis of pyrimidines and pyrimidinones using water as solvent.

Pyrimidine and their oxo-derivatives are well-known for their biological properties and high potential in drug discovery. Thus, our group has been involved in synthesizing and testing the pharmacological activities of these classes of heterocycles. Several methodologies are available for synthesizing those rings.1 In most cases, it is first prepared a Michael intermediate from an aldehyde and a ‘’methylene active’’ compound and then this adduct can react with amidines, guanidines, urea, thiourea, methylisourea or methylisothiourea, in the presence of organic bases as catalysts. This process may take two days of lab work for the obtention of a sole product. In this work, we describe a rapid, green, microwave mediated and multicomponent synthesis of pyrimidines and pyrimidinones using water as solvent.

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DOI: 10.5151/chempro-14bmos-R0024-1

Referências bibliográficas

• [1] 1Brown, D.J.; Mason, S.F. The Pyrimidines, Interscience Publishers, New York, 1962, pp 31–115.
• [2] 2Mendonça Jr, F.J.B.; dos Anjos, J.V.; Falcão, E.P.S.; Melo, S.J.; Srivastava, R.M. Heterocycl. Commun. 2005, 11, 479.
• [3] 3Falcão, E.P.S.; Melo, S.J.; Srivastava, R.M.; Catanho, M.T.J.A.; Nascimento, S.C. Eur. J. Med. Chem. 2006, 41 276.

Como citar:

Xavier, Augusto L.; Alexandrino, Daniel S.; Falcão, Emerson P. S.; Srivastava, Rajendra M.; Anjos, Janaina V. dos; "A green, microwave-mediated, multicomponent synthesis of pyrimidine and pyrimidinone derivatives", p-24-24. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0024-1