Biginelli reaction

About: Biginelli reaction is a research topic. Over the lifetime, 1295 publications have been published within this topic receiving 32857 citations.

Recent advances in the Biginelli dihydropyrimidine synthesis. New tricks from an old dog.

Abstract: In 1893, P. Biginelli reported the synthesis of functionalized 3, 4-dihydropyrimidin-2(1H)-ones (DHPMs) via three-component condensation reaction of an aromatic aldehyde, urea, and ethyl acetoacetate. In the past decade, this long-neglected multicomponent reaction has experienced a remarkable revival, mainly due to the interesting pharmacological properties associated with this dihydropyrimidine scaffold. In this Account, we highlight recent developments in the Biginelli reaction in areas such as solid-phase synthesis, combinatorial chemistry, and natural product synthesis.

Unprecedented Catalytic Three Component One-Pot Condensation Reaction: An Efficient Synthesis of 5-Alkoxycarbonyl- 4-aryl-3,4-dihydropyrimidin-2(1H)-ones

Abstract: In the past decade, 4-aryl-dihydropyrimidinones 1 have emerged as the integral backbones of several calcium channel blockers, antihypertensive agents, and alpha-1 a-antagonists.1 Strategies for the synthesis of the dihydropyrimidinone nucleus have varied from one-pot to multistep approaches. Biginelli’s initial one-pot reflux of â-keto ester 2, aryl aldehyde 3, and urea, 4, with catalytic acid in a protic solvent frequently afforded low (20-50%) yields.2,3 Subsequent multistep syntheses produced somewhat higher yields but lacked the simplicity of the one-pot, one-step synthesis.3