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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 44, 2014 - Issue 11
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Original Articles

Synthesis of 5-Cinnamoyl-3,4-dihydropyrimidine-2(1H)-ones

, , &
Pages 1649-1657 | Received 18 Oct 2013, Published online: 14 May 2014
 

Abstract

Two different approaches to the synthesis of 1-unsubstituted 5-cinnamoyl-3,4-dihydropyrimidine-2(1H)-ones have been developed. The first includes N(1)-protection of the starting 5-acetyl-3,4-dihydropyrimidine-2(1H)-one, further Claisen–Schmidt reaction, and cleavage of the protecting group. The second approach consists of one-pot condensation of urea, aldehyde, and cinnamoylacetone as dicarbonyl component. The 5-cinnamoylderivative synthesis starting from 5-acetyl-1,3-dialkyl-3,4-dihydropyrimidine-2(1H)-ones is also shown.

GRAPHICAL ABSTRACT

Notes

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