The Biginelli reaction, which is a three-component reaction for the synthesis of dihydropyrimidinone and corresponding dihydropyrimidinethiones (DHPMs) is known for more than a century. A large number researchers have shown consistent attention towards the study of Biginelli reaction, leading towards structurally diversified molecular libraries of DHPMs and it’s analogues, having significant bi...

A simple, efficient procedure for the one-pot Biginelli condensation reaction of aldehydes, beta-ketoesters and urea or thiourea employing copper(II) sulfamate as a novel catalyst is described. Compared to the classical Biginelli reaction conditions, the present method has the advantages of good yields, short reaction times and experimental simplicity.

We report here an efficient and green method for Biginelli condensation reaction of aldehydes, β-ketoesters and urea or thiourea catalyzed by Brønsted acidic ionic liquid [Btto][p-TSA] under solvent-free conditions. Compared to the classical Biginelli reaction conditions, the present method has the advantages of giving good yields, short reaction times, near room temperature conditions and the ...

Since the disclosure of Biginelli reaction by the chemist Pietro Biginelli, functionalized 3,4-dihydropyrimidin-2(1H)-ones/thiones (DHPMs) have emerged as prototypes for the design of compounds with a broad variety of biological activities. This mini-review describes over 100 Biginelli adducts demonstrated to be promising anticancer, inhibitors of calcium channel, anti-inflammatory, antimicrobi...

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 dihydropyrimidin...

The mechansim of the three-component Biginelli dihydropyrimidine synthesis was reinvestigated using (1)H and (13)C NMR spectroscopy. Condensation of benzaldehyde, ethyl acetoacetate, and urea (or N-methylurea) in CD(3)OH according to the procedure described by Biginelli produced the expected 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylates. According to NMR measurements, ther...

the chemistry of 2-oxo-1,2,3,4-tetrahydropyrimidines began to develop toward the end of 1893 year, when the first representatives of this class compounds were reported by p. biginelli. despite prior reports of several really effective catalytic and non-catalytic approaches towards biginelli-type products, an overwhelming number of new catalysts for the biginelli reaction have been recently publ...

Various Biginelli compounds (dihydropyrimidinones) have been synthesized efficiently and in high yields under mild, solvent-free, and eco-friendly conditions in a one-pot reaction of 1,3-dicarbonyl compounds, aldehydes, and urea/thiourea/acetyl thiourea using lithium-acetate as a novel catalyst without the addition of any proton source. Comparative catalytic efficiency of lithium-acetate and po...

Key words (±)-saxitoxin - paralytic shellfish toxins Eschenmoser sulfide contraction Biginelli reaction Curtius rearrangement Meerwein's salt