메뉴 건너뛰기




Volumn 40, Issue 8, 2010, Pages 1209-1215

Synthesis of 3,4-dihydropyrimidin-2(1H)-ones Using Ce(SO4) 2-SiO2 as a heterogeneous and recyclable catalyst

Author keywords

3,4 dihydropyrimidinones; Biginelli; Ce(SO4)2 SiO2; Solvent free

Indexed keywords

3,4 DIHYDROPYRIMIDIN 2(1H) ONE DERIVATIVE; CERIC SULFATE; PYRIMIDINONE DERIVATIVE; SILICON DIOXIDE; SULFATE; UNCLASSIFIED DRUG;

EID: 77949366773     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910903061076     Document Type: Article
Times cited : (9)

References (20)
  • 1
    • 0027205552 scopus 로고
    • One hundred years of the Biginelli dihydropyrimidine synthesis
    • (a) Kappe, C. O. One hundred years of the Biginelli dihydropyrimidine synthesis. Tetrahedron 1993, 49, 6937-6963, and references cited therein;
    • (1993) Tetrahedron , vol.49 , pp. 6937-6963
    • Kappe, C.O.1
  • 2
    • 0034518876 scopus 로고    scopus 로고
    • Recent advances in the Biginelli dihydropyrimidine synthesis: New tricks from an old dog
    • (b) Kappe, C. O. Recent advances in the Biginelli dihydropyrimidine synthesis: New tricks from an old dog. Acc. Chem. Res. 2000, 33, 879-888.
    • (2000) Acc. Chem. Res. , vol.33 , pp. 879-888
    • Kappe, C.O.1
  • 3
    • 0000176059 scopus 로고
    • Aldehyde-urea derivatives of aceto-and oxaloacetic acids
    • Biginelli, P. Aldehyde-urea derivatives of aceto-and oxaloacetic acids. Gazz. Chim. Ital. 1893, 23, 360-413.
    • (1893) Gazz. Chim. Ital. , vol.23 , pp. 360-413
    • Biginelli, P.1
  • 4
    • 0032524801 scopus 로고    scopus 로고
    • Unprecedented catalytic three-component one-pot condensation reaction: An efficient synthesis of 5-alkoxycarbonyl-4-aryl-3,4-dihydropyrimidine-2-(1H)- ones
    • (a) Hu, E. H.; Sidler, D. R.; Dolling, U. H. Unprecedented catalytic three-component one-pot condensation reaction: An efficient synthesis of 5-alkoxycarbonyl-4-aryl-3,4-dihydropyrimidine-2-(1H)-ones. J. Org. Chem. 1998, 63, 3454-3457;
    • (1998) J. Org. Chem. , vol.63 , pp. 3454-3457
    • Hu, E.H.1    Sidler, D.R.2    Dolling, U.H.3
  • 5
    • 0033958880 scopus 로고    scopus 로고
    • Iron(III)-catalyzed synthesis of dihydropyrimidinones: Improved conditions for the Biginelli reaction
    • (b) Lu, J.; Ma, H. Iron(III)-catalyzed synthesis of dihydropyrimidinones: Improved conditions for the Biginelli reaction. Synlett 2000, 63-64;
    • (2000) Synlett , pp. 63-64
    • Lu, J.1    Ma, H.2
  • 6
    • 0034703416 scopus 로고    scopus 로고
    • Indium(III) chloride-catalyzed one-pot synthesis of dihydropyrimidinones by a three-component coupling of 1,3-dicarbonyl compounds, aldehyde, and urea: An improved procedure for Biginelli reaction
    • (c) Rannu, B. C.; Hajra, A.; Jana, U. Indium(III) chloride-catalyzed one-pot synthesis of dihydropyrimidinones by a three-component coupling of 1,3-dicarbonyl compounds, aldehyde, and urea: An improved procedure for Biginelli reaction. J. Org. Chem. 2000, 65, 6270-6272;
    • (2000) J. Org. Chem. , vol.65 , pp. 6270-6272
    • Rannu, B.C.1    Hajra, A.2    Jana, U.3
  • 7
    • 0034986934 scopus 로고    scopus 로고
    • Bismuth(III)-catalyzed synthesis of dihydropyrimidinones: Improved protocol conditions for the Biginelli reaction
    • (d) Ramalinga, K.; Vijayalakshmi, P.; Kaimal, T. N. B. Bismuth(III)-catalyzed synthesis of dihydropyrimidinones: Improved protocol conditions for the Biginelli reaction. Synlett 2001, 863-865;
    • (2001) Synlett , pp. 863-865
    • Ramalinga, K.1    Vijayalakshmi, P.2    Kaimal, T.N.B.3
  • 8
    • 0034684498 scopus 로고    scopus 로고
    • One-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones using lanthanum chloride as a catalyst
    • (e) Lu, J.; Bai, Y.; Wang, Z.; Yang, B.; Ma, H. One-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones using lanthanum chloride as a catalyst. Tetrahedron Lett. 2000, 41, 9075-9078;
    • (2000) Tetrahedron Lett. , vol.41 , pp. 9075-9078
    • Lu, J.1    Bai, Y.2    Wang, Z.3    Yang, B.4    Ma, H.5
  • 10
    • 42749084309 scopus 로고    scopus 로고
    • Tetrachlorosilane-catalyzed multicom-ponent one-step fusion of biopertinent pyrimidine heterocycles
    • (g) Ramalingan, C.; Kwak, Y. W. Tetrachlorosilane-catalyzed multicom-ponent one-step fusion of biopertinent pyrimidine heterocycles. Tetrahedron 2008, 64, 5023-5031;
    • (2008) Tetrahedron , vol.64 , pp. 5023-5031
    • Ramalingan, C.1    Kwak, Y.W.2
  • 11
    • 56249141469 scopus 로고    scopus 로고
    • Synthesis and in vitro evaluation of the antifungal activities of dihydropyrimidinones
    • (h) Singh, O. M.; Singh, S. J.; Devi, M. B.; Devi, L. N.; Singh, N. I.; Lee, S. G. Synthesis and in vitro evaluation of the antifungal activities of dihydropyrimidinones. Bioorg. Med. Chem. Lett. 2008, 18, 6462-6467;
    • (2008) Bioorg. Med. Chem. Lett. , vol.18 , pp. 6462-6467
    • Singh, O.M.1    Singh, S.J.2    Devi, M.B.3    Devi, L.N.4    Singh, N.I.5    Lee, S.G.6
  • 12
    • 34249332737 scopus 로고    scopus 로고
    • Synthesis of 3,4-dihydropyrimidin-2(1H)-ones using Ziegler-Natta catalyst system under solvent-free conditions
    • (i) Kumar, A.; Maurya, R. A. Synthesis of 3,4-dihydropyrimidin-2(1H)-ones using Ziegler-Natta catalyst system under solvent-free conditions. J. Mol. Catal. A: Chem. 2007, 272, 53-56;
    • (2007) J. Mol. Catal. A: Chem. , vol.272 , pp. 53-56
    • Kumar, A.1    Maurya, R.A.2
  • 13
    • 0035920827 scopus 로고    scopus 로고
    • Ionic liquid-catalyzed Biginelli reaction under solvent-free conditions
    • (j) Peng, J. J.; Deng, Y. Ionic liquid-catalyzed Biginelli reaction under solvent-free conditions. Tetrahedron Lett. 2001, 42, 5917-5919;
    • (2001) Tetrahedron Lett. , vol.42 , pp. 5917-5919
    • Peng, J.J.1    Deng, Y.2
  • 15
    • 33645529194 scopus 로고    scopus 로고
    • Solid-phase synthesis of 4,6-diaryl-3,4-dihydropyrimidine-2(1H)-one-5- carboxylic acid amide derivatives: A Biginelli three-component condensation protocol based on immobilized b-ketoamides
    • Gross, G. A.; Wurziger, H.; Schober, A. Solid-phase synthesis of 4,6-diaryl-3,4-dihydropyrimidine-2(1H)-one-5-carboxylic acid amide derivatives: A Biginelli three-component condensation protocol based on immobilized b-ketoamides. J. Comb. Chem. 2006, 8,(1), 153-155.
    • (2006) J. Comb. Chem. , vol.8 , Issue.1 , pp. 153-155
    • Gross, G.A.1    Wurziger, H.2    Schober, A.3
  • 17
    • 0000209797 scopus 로고
    • The oxidation of pinacol by ceric sulfate
    • Mino, G.; Kaizerman, S.; Rasmussen, E. The oxidation of pinacol by ceric sulfate. J. Am. Chem. Soc. 1959, 81, 1494-1496.
    • (1959) J. Am. Chem. Soc. , vol.81 , pp. 1494-1496
    • Mino, G.1    Kaizerman, S.2    Rasmussen, E.3
  • 18
    • 33947344341 scopus 로고
    • Researches on pyrimidines: Synthesis of 2-Keto-1, 2, 3,4- tetrahydropyrimidines
    • Folkers, K.; Harwood, H. J.; Johnson, T. B. Researches on pyrimidines: Synthesis of 2-Keto-1,2,3,4-tetrahydropyrimidines. J. Am. Chem. Soc. 1932, 54, 3751-3758.
    • (1932) J. Am. Chem. Soc. , vol.54 , pp. 3751-3758
    • Folkers, K.1    Harwood, H.J.2    Johnson, T.B.3
  • 19
    • 0034674776 scopus 로고    scopus 로고
    • Lanthanide triflate-catalyzed Biginelli reaction: One-pot synthesis of dihydropyrimidinones under solvent-free conditions
    • Ma, Y.; Qian, C.T.; Wang, L. M.; Yang, M. Lanthanide triflate-catalyzed Biginelli reaction: One-pot synthesis of dihydropyrimidinones under solvent-free conditions. J. Org. Chem. 2000, 65, 3864-3868.
    • (2000) J. Org. Chem. , vol.65 , pp. 3864-3868
    • Ma, Y.1    Qian, C.T.2    Wang, L.M.3    Yang, M.4
  • 20
    • 0030732273 scopus 로고    scopus 로고
    • A reexamination of the mechanism of the Biginelli dihydropyrimidine synthesis: Support for an N-acyliminium ion intermidiate
    • Kappe, C. O. A reexamination of the mechanism of the Biginelli dihydropyrimidine synthesis: Support for an N-acyliminium ion intermidiate. J. Org. Chem. 1997, 62, 7201-7204.
    • (1997) J. Org. Chem. , vol.62 , pp. 7201-7204
    • Kappe, C.O.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.