An Unprecedented Approach to 4,5-Disubstituted Pyrimidine Derivatives by a ZnCl₂-Catalyzed Three-Component Coupling Reaction

Toshiaki Sasada, Fuminori Kobayashi, Norio Sakai and Takeo Konakahara*

*Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan, Email: konakars.noda.tus.ac.jp

T. Sasada, F. Kobayashi, N. Sakai, T. Konakahara, Org. Lett., 2009, 11, 2161-2164.

DOI: 10.1021/ol900382j

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Abstract

A ZnCl₂-catalyzed three-component coupling reaction allows the synthesis of various 4,5-disubstituted pyrimidine derivatives in a single step from functionalized enamines, triethyl orthoformate, and ammonium acetate. The procedure can be successfully applied to the efficient synthesis of mono- and disubstituted pyrimidine derivatives, using methyl ketone derivatives instead of enamines.

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Key Words

Pyrimidines, Multicomponent Reactions

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ID: J54-Y2009-1580