Development of an efficient and straightforward methodology toward the synthesis of molecularly diverse 2, 6-disubstituted 3, 4-dihydropyrimidin-4 (3H)-ones

D Font, M Heras, JM Villalgordo

Index: Font, David; Heras, Montserrat; Villalgordo, Jose M. Synthesis, 2002 , # 13 p. 1833 - 1842

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Citation Number: 6

Abstract

Abstract A simple and efficient methodology toward the synthesis of highly molecularly diverse 2, 6-disubstituted 3, 4-dihydropyrimidin-4 (3H)-ones of type 3 has been developed. The methodology is based on a selective O-alkylation reaction with i-PrOH under Mitsunobu conditions followed by a nucleophilic heteroaromatic ipso-substitution of sulfones 20 and subsequent acidic hydrolysis of the isopropoxy group.