One‐Pot Synthesis of Tetrahydropyrimidines Catalyzed by Zeolite

A simple one‐pot synthesis of various tetrahydro pyrimidines in the presence of NaY zeolite, as an efficient catalyst, is reported. The multicomponent reaction was carried out by a three‐component coupling of 1,3‐diketone, aldehyde and urea/thiourea in the presence of the catalyst to give 1(a–k). The catalyst could be reused several times. Further reaction of these pyrimidines with phosphorus oxychloride gave corresponding N‐formylated compounds.

[1]  M. Zolfigol,et al.  Selective synthesis of 2-aryl-1-arylmethyl-1H-1,3-benzimidazoles in water at ambient temperature , 2006 .

[2]  M. Zendehdel,et al.  Diels-Alder Reaction with Transition Metal/Zeolites , 2005 .

[3]  A. Mobinikhaledi,et al.  INVESTIGATION OF THE EFFECTS OF SOME HEAT SINKS IN MICROWAVE-ASSISTED SYNTHESIS OF SOME BIGINELLI COMPOUNDS , 2004 .

[4]  A. Mobinikhaledi,et al.  MICROWAVE ASSISTED SYNTHESIS OF SOME FUSED THIAZOLOPYRIMIDINES , 2004 .

[5]  A. Mobinikhaledi,et al.  Microwave-Assisted Synthesis of Some Bi- and Tricyclic Pyrimidine Derivatives , 2003 .

[6]  A. Sudalai,et al.  Cu(OTf)2: a reusable catalyst for high-yield synthesis of 3,4-dihydropyrimidin-2(1H)-ones , 2003 .

[7]  P. Kundu,et al.  One-pot synthesis of dihydropyrimidinones catalysed by lithium bromide: an improved procedure for the Biginelli reaction , 2003 .

[8]  A. Mobinikhaledi,et al.  Synthesis of Some Biginelli Compounds in Solvent Medium Using a Photochemistry Method , 2003 .

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

[10]  M. N. Nasr,et al.  Pyrido [2, 3‐d]pyrimidines and Pyrimido[5′, 4′:5, 6]pyrido[2, 3‐d]pyrimidines as New Antiviral Agents: Synthesis and Biological Activity , 2002, Archiv der Pharmazie.

[11]  J. Lown,,et al.  Anticancer, Anti-inflammatory and Analgesic Activity Evaluation of Heterocyclic Compounds Synthesized by the Reaction of 4-Isothiocyanato-4-methylpentan-2-one with Substituted o-Phenylenediamines, o-Diaminopyridine and (Un)Substituted o , 2001 .

[12]  E. Elzein,et al.  Synthesis, antifolate, and antitumor activities of classical and nonclassical 2-amino-4-oxo-5-substituted-pyrrolo[2,3-d]pyrimidines. , 2001, Journal of medicinal chemistry.

[13]  M. Petrovanu,et al.  Nouveaux dérivés pyrrolo-pyrimidiniques doués d'activité antifongique ou antibactérienne in vitro , 2001 .

[14]  J. Montgomery,et al.  SYNTHESIS AND ANTIPROLIFERATIVE ACTIVITY OF SOME 4′-C-HYDROXYMETHYL-α- AND -β-D-ARABINO-PENTOFURANOSYL PYRIMIDINE NUCLEOSIDES , 2001 .

[15]  K. Ramalinga,et al.  Bismuth(III)-Catalyzed Synthesis of Dihydropyrimidinones: Improved Protocol Conditions for the Biginelli Reaction , 2001 .

[16]  A. Yadav,et al.  Synthesis of some new pyrido[2,3‐d]pyrimidines and their ribofuranosides as possible antimicrobial agents , 2001 .

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

[18]  S. Balalaie,et al.  One-pot synthesis of tetrasubstituted imidazoles catalyzed by zeolite HY and silica gel under microwave irradiation , 2000 .

[19]  L. Overman,et al.  Enantioselective Total Synthesis of (-)-Ptilomycalin A , 1995 .

[20]  C. Kappe 100 years of the biginelli dihydropyrimidine synthesis , 1993 .