Novel efficient synthesis of 3,4-dihydro-6-substituted-3-phenylpyrimidin-2(1H)-ones

Frija, L.; Khmelinskii, Igor; Cristiano, Maria Lurdes Santos

http://hdl.handle.net/10400.1/4214

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Authors

Frija, L.

Khmelinskii, Igor

Cristiano, Maria Lurdes Santos

Abstract(s)

A new attractive and convenient strategy for the synthesis of 3,4-dihydro-6-substituted-3-phenylpyrimidin-2(1H)-ones is described. Photolysis (k = 254 nm) of 4-allyl-tetrazolones in alcoholic solutions produces the corresponding pyrimidinones as the sole product in nearly quantitative yields, with simultaneous extrusion of molecular nitrogen. Work-up procedures consist in the simple evaporation of the solvent under reduced pressure, in mild conditions. Heats of reaction for the photocleavage process of 4-allyltetrazolones were calculated, indicating high stability of the resulting products.

Keywords

Tetrazoles Pyrimidinones Photolysis Allyl alcohols Tetrazolones

URI

http://hdl.handle.net/10400.1/4214

Citation

Frija, Luís M.T.; Khmelinskii, Igor V.; Cristiano, M. Lurdes S.Novel efficient synthesis of 3,4-dihydro-6-substituted-3-phenylpyrimidin-2(1H)-ones, Tetrahedron Letters, 46, 39, 6757-6760, 2005.