Ascorbic acid-Catalyzed One-Pot Three-Component Biginelli Reaction: A Practical and Green Approach towards Synthesis of 3,4-dihydropyrimidin- 2(1H)-ones/thiones

Imene Sehout , Raouf Boulcina (1) , Boudjemaa Boumoud (1) , Fabienne Berrée (2) , Bertrand Carboni (2) , Abdelmadjid Debache (1)

1 PHYSYNOR - Laboratoire des produits naturels d'origine végétal et de synthèse organique
2 ISCR - Institut des Sciences Chimiques de Rennes

An efficient one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones/thiones via a three-component Biginelli condensation of aldehyde, ethyl acetoacetate, and urea or thiourea in the presence of a catalytic amount of ascorbic acid (5 mol %) is described. The reaction proceeded efficiently under solvent-free conditions at 80 °C to afford the desired products in moderate to good yields.

Keywords: Multicomponent reaction; one-pot synthesis; Biginelli reaction; 4dihydropyrimidin-2(1H)-ones/thiones; ascorbic acid

Domains: Chemical Sciences; Organic chemistry

Imene Sehout, Raouf Boulcina, Boudjemaa Boumoud, Fabienne Berrée, Bertrand Carboni, et al.. Ascorbic acid-Catalyzed One-Pot Three-Component Biginelli Reaction: A Practical and Green Approach towards Synthesis of 3,4-dihydropyrimidin- 2(1H)-ones/thiones. Letters in Organic Chemistry, 2013, 10 (7), pp.463-467. ⟨10.2174/15701786113109990014⟩. ⟨hal-00871972⟩