An unusual oxidation–dealkylation of 3, 4-dihydropyrimidin-2 (1H)-ones mediated by Co (NO 3) 2· 6H 2 O/K 2 S 2 O 8 in aqueous acetonitrile

P Shanmugam, PT Perumal

Index: Shanmugam, Pachaiyappan; Perumal, Paramasivan T. Tetrahedron, 2007 , vol. 63, # 3 p. 666 - 672

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Citation Number: 29

Abstract

4-Aryl-6-methyl-3, 4-dihydropyrimidin-2 (1H)-one (DHPM) scaffolds of Biginelli type were oxidized using Co (II)/S2O82− and the reaction afforded 6-unsubstituted pyrimidin-2 (1H)- ones through an unprecedented dealkylation process. 4-Alkyl DHPMs under similar conditions afforded yet another unusual product, ethyl tetrahydropyrimidin-2, 4 (1H, 3H)- dione-5-carboxylate.