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Synthesis 2008(21): 3492-3496  
DOI: 10.1055/s-0028-1083178
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Regiospecific Bromination of 2-Phenyl-3H-pyrimidin-4-ones

Nilo Zanatta*, Leonardo Fantinel, Liana da S. Fernandes, Ana D. Wouters, Helio G. Bonacorso, Marcos A. P. Martins
Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de Química, Universidade Federal de Santa Maria, 97105-900 Santa Maria, RS, Brazil
Fax: +55(55)2208031; e-Mail: zanatta@base.ufsm.br;
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Publication History

Received 11 June 2008
Publication Date:
16 October 2008 (online)

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Abstract

Three methods for the regiospecific bromination of 2-phenyl-3H-pyrimidin-4-ones are presented: bromination of the 5-position of the pyrimidine ring, bromination of the 6-benzylic position and simultaneous bromination of both the 5-position of the pyrimidine ring and 6-benzylic position. Reactions were carried out using simple protocols and the brominated pyrimidines were obtained in good yields.

Key words

enones - bromination - bromopyrimidines - pyrimidin-4-ones - 2-phenyl-pyrimidin-4-ones

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