LiClO4-Catalyzed One-Pot Synthesis of Dihydropyrimidinones: An Improved Protocol for Biginelli Reaction

Lithium perchlorate efficiently catalyzes the three-component condensation reaction of aldehyde, β-keto ester and urea in refluxing acetonitrile to afford the corresponding dihydropyrimidinones in high yields under neutral conditions. LiOTf is also found to be an efficient catalyst for the synthesis of dihydropyrimidinones from aldehyde, β-keto ester and urea.

[1]  M. Mahesh,et al.  New environmentally friendly solvent free synthesis of dihydropyrimidinones catalysed by N-butyl-N,N-dimethyl-α-phenylethylammonium bromide☆ , 2003 .

[2]  H. Mereyala,et al.  Green chemistry approaches to the synthesis of 5-alkoxycarbonyl-4-aryl-3,4- dihydropyrimidin-2(1H)-ones by a three-component coupling of one-pot condensation reaction: comparison of ethanol, water, and solvent-free conditions. , 2003, The Journal of organic chemistry.

[3]  A. Shaabani,et al.  Ammonium chloride-catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2-(1H)-ones under solvent-free conditions , 2003 .

[4]  Yanguang Wang,et al.  Soluble polymer-supported synthesis of Biginelli compounds , 2002 .

[5]  Shan-Wei Wang,et al.  Indium(III) bromide-catalyzed preparation of dihydropyrimidinones: improved protocol conditions for the Biginelli reaction , 2002 .

[6]  Chi‐Huey Wong,et al.  Selectfluor™-mediated allylstannation of aldehydes and imines , 2002 .

[7]  Tong‐Shuang Li,et al.  A Simple and efficient Synthesis of 3,4-Dihydropyrimidin-2-Ones catalysed by Amidosulfonic Acid † , 2002 .

[8]  A. Dondoni,et al.  Parallel synthesis of dihydropyrimidinones using Yb(III)-resin and polymer-supported scavengers under solvent-free conditions. A green chemistry approach to the Biginelli reaction , 2001 .

[9]  Jiajian Peng,et al.  Ionic liquids catalyzed Biginelli reaction under solvent-free conditions , 2001 .

[10]  T. Asahi,et al.  Enantioselective fluorination mediated by cinchona alkaloid derivatives/Selectfluor combinations: reaction scope and structural information for N-fluorocinchona alkaloids. , 2001, Journal of the American Chemical Society.

[11]  T. Ramalingam,et al.  Microwave-Assisted Efficient synthesis of Dihydro Pyrimidines: Improved High Yielding Protocol for the Biginelli Reaction , 2000 .

[12]  C. Qian,et al.  Lanthanide triflate catalyzed Biginelli reaction. one-pot synthesis of dihydropyrimidinones under solvent-free conditions. , 2000, The Journal of organic chemistry.

[13]  H. A. Stefani,et al.  3,4-Dihydropyrimidin-2(1H)-Ones: Fast Synthesis Under Microwave Irradiation in Solvent Free Conditions , 2000 .

[14]  C. Kappe,et al.  Microwave-mediated Biginelli reactions revisited. On the nature of rate and yield enhancements , 2000 .

[15]  Rajender S. Varma,et al.  Microwave-Assisted High-Speed Parallel Synthesis of 4-Aryl-3,4-dihydropyrimidin-2(1H)-ones using a Solventless Biginelli Condensation Protocol , 1999 .

[16]  S. Caddick,et al.  Microwave assisted organic reactions , 1995 .

[17]  Rongan Zhang,et al.  Calcium entry blockers and activators: conformational and structural determinants of dihydropyrimidine calcium channel modulators. , 1995, Journal of medicinal chemistry.