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Volumn 39, Issue 7, 2009, Pages 1299-1309

Yttria-zirconia-based Lewis acid catalysis of the Biginelli reaction: An efficient one-pot synthesis of 3,4-dihydropyrimidin-2-(1H)-ones

Author keywords

Biginelli reaction; Dihydropyrimidone; Yttria zirconia based Lewis acid

Indexed keywords

3,4 DIHYDROPYRIMIDIN 2 (1H) ONE DERIVATIVE; 5 ACETYL 6 METHYL 2 OXO 4 (4 HYDROXY 3 METHOXYPHENYL) 1,2,3,4 TETRAHYDROPYRIMIDINE; 5 ACETYL 6 METHYL 2 OXO 4 (4 METHYL 2 CARBOMETHOXY 2,6 DIHYDROXYPHENYL) 1,2,3,4 TETRAHYDROPYRIMIDINE; 5 ACETYL 6 METHYL 2 OXO 4 CINNAMYL 1,2,3,4 TETRAHYDROPYRIMIDINE; ETHYL 2 THIOOXO 6 PHENYL 4(3,4 DIMETHOXYPHENYL) 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLATE; ETHYL 4 (2 CHLOROQUINOLIN 3 YL) 6 METHYL 2 OXO 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLATE; ETHYL 6 ETHYL 2 OXO 4 (2 METHYL 6 METHOXY) 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLATE; ETHYL 6 METHYL 2 OXO 4 (4 METHYL 3 CARBOMETHOXY 2,6 DIHYDROXYPHENYL) 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLATE; LEWIS ACID; METHYL 6 BENZYL 2 OXO 4 PHENYL 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLATE; METHYL 6 METHYL 2 OXO 4 FURFURYL 1,2,3,4 TETRAHYDROPYRIMIDINE 5 CARBOXYLATE; PYRIMIDINONE DERIVATIVE; UNCLASSIFIED DRUG; YTTRIA; YTTRIUM; ZIRCONIUM OXIDE;

EID: 61949324423     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910802519174     Document Type: Article
Times cited : (23)

References (45)
  • 1
    • 0007264588 scopus 로고    scopus 로고
    • Heterogeneous catalysis
    • Mizuno, N.; Misono, M. Heterogeneous catalysis. Chem. Rev. 1998, 98, 199-218.
    • (1998) Chem. Rev , vol.98 , pp. 199-218
    • Mizuno, N.1    Misono, M.2
  • 2
    • 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.
    • (1993) Tetrahedron , vol.49 , pp. 6937-6963
    • Kappe, C.O.1
  • 3
    • 0032847541 scopus 로고    scopus 로고
    • Kappe, C. O.; Kumar, D.; Varma, R. S. Microwave-assisted high speed parallel synthesis of 4-aryl-3,4-dihydropyrimidin-2-(1H)-ones using a solvent-less Biginelli condensation protocol. Synthesis 1999, 1799-1803, and the references therein.
    • (b) Kappe, C. O.; Kumar, D.; Varma, R. S. Microwave-assisted high speed parallel synthesis of 4-aryl-3,4-dihydropyrimidin-2-(1H)-ones using a solvent-less Biginelli condensation protocol. Synthesis 1999, 1799-1803, and the references therein.
  • 4
    • 0024818583 scopus 로고
    • Substituted 1,4-dihydropyrimidines: Synthesis of selectively functionalized 2-hetero-1,4-dihydropyrimidines
    • (a) Atwal, K. S.; Rovnyak, G. C.; O'Reilly, B. C.; Schwartz, J. Substituted 1,4-dihydropyrimidines: Synthesis of selectively functionalized 2-hetero-1,4-dihydropyrimidines. J. Org. Chem. 1989, 54, 5898-5907;
    • (1989) J. Org. Chem , vol.54 , pp. 5898-5907
    • Atwal, K.S.1    Rovnyak, G.C.2    O'Reilly, B.C.3    Schwartz, J.4
  • 5
    • 0025105557 scopus 로고
    • Dihydropyrimidine calcium channel blockers II: 3-Substituted-4-aryl-1,4- dihydro-6-methyl-5-pyrimidinecarboxylic acid esters as potent mimics of dihydropyrimidines
    • (b) Atwal, K. S.; Rovnyak, G. C.; Kimball, S. D.; Floyd, D. M.; Moreland, S.; Swanson, B. N.; Gougoutas, J. Z.; Schwartz, J.; Smillie, K. M.; Malley, M. F. Dihydropyrimidine calcium channel blockers II: 3-Substituted-4-aryl-1,4- dihydro-6-methyl-5-pyrimidinecarboxylic acid esters as potent mimics of dihydropyrimidines. J. Med. Chem. 1990, 33, 2629-2635;
    • (1990) J. Med. Chem , vol.33 , pp. 2629-2635
    • Atwal, K.S.1    Rovnyak, G.C.2    Kimball, S.D.3    Floyd, D.M.4    Moreland, S.5    Swanson, B.N.6    Gougoutas, J.Z.7    Schwartz, J.8    Smillie, K.M.9    Malley, M.F.10
  • 6
    • 0026065919 scopus 로고    scopus 로고
    • Atwal, K. S.; Swanson, B. N.; Unger, S. E.; Floyd, D. M.; Moreland, S.; Hedberg, A.; O'Reilly, B. C. Dihydropyrimidine calcium channel blockers 3: 3-Carbamoyl-4-aryl-1,2,3,4-tetrahydro-6-methyl-5-pyrimidinecarboxylic acid esters as orally effective antihypertensive agents. J. Med. Chem. 1991, 34, 806-811;
    • (c) Atwal, K. S.; Swanson, B. N.; Unger, S. E.; Floyd, D. M.; Moreland, S.; Hedberg, A.; O'Reilly, B. C. Dihydropyrimidine calcium channel blockers 3: 3-Carbamoyl-4-aryl-1,2,3,4-tetrahydro-6-methyl-5-pyrimidinecarboxylic acid esters as orally effective antihypertensive agents. J. Med. Chem. 1991, 34, 806-811;
  • 7
    • 0026759681 scopus 로고
    • Dihydropyrimidine calcium channel blockers 4: Basic 3-substituted-4-aryl-1,4- dihydropyrimidine-5-carboxylic acid esters: Potent antihypertensive agents
    • and the references therein;
    • (d) Rovnyak, G. C.; Atwal, K. S.; Hedgberg, A.; Kimball, S. D.; Moreland S.; Gougoutas, J. Z.; O' Reilly, B. C.; Schwartz, J.; Malley, M. F. Dihydropyrimidine calcium channel blockers 4: Basic 3-substituted-4-aryl-1,4- dihydropyrimidine-5-carboxylic acid esters: Potent antihypertensive agents. J. Med. Chem. 1992, 35, 3254-3263, and the references therein;
    • (1992) J. Med. Chem , vol.35 , pp. 3254-3263
    • Rovnyak, G.C.1    Atwal, K.S.2    Hedgberg, A.3    Kimball, S.D.4    Moreland, S.5    Gougoutas, J.Z.6    O' Reilly, B.C.7    Schwartz, J.8    Malley, M.F.9
  • 9
    • 0031584880 scopus 로고    scopus 로고
    • Conformational analysis of 4-aryl-dihydropyrimidine calcium channel modulators: A comparison of ab initio, semiempirical, and x-ray crystallographic studies
    • (f) Kappe, C. O.; Fabian, W. M. F. Conformational analysis of 4-aryl-dihydropyrimidine calcium channel modulators: A comparison of ab initio, semiempirical, and x-ray crystallographic studies. Tetrahedron 1997, 53, 2803-2816.
    • (1997) Tetrahedron , vol.53 , pp. 2803-2816
    • Kappe, C.O.1    Fabian, W.M.F.2
  • 11
    • 0030599231 scopus 로고    scopus 로고
    • Synthesis of the tricyclic portions of batzelladines A, B, and D: Revision of the stereochemistry of batzelladines A and D
    • (b) Snider, B. B.; Chen, J.; Patil, A. D.; Freyer, A. Synthesis of the tricyclic portions of batzelladines A, B, and D: Revision of the stereochemistry of batzelladines A and D. Tetrahedron Lett. 1996, 37, 6977-6980.
    • (1996) Tetrahedron Lett , vol.37 , pp. 6977-6980
    • Snider, B.B.1    Chen, J.2    Patil, A.D.3    Freyer, A.4
  • 12
    • 0000176059 scopus 로고
    • Acid-catalyzed cyclocondensation reaction of ethyl acetoacetate, benzaldehyde, urea
    • Biginelli, P. Acid-catalyzed cyclocondensation reaction of ethyl acetoacetate, benzaldehyde, urea. Gazz. Chim. Ital. 1893, 23, 360-416.
    • (1893) Gazz. Chim. Ital , vol.23 , pp. 360-416
    • Biginelli, P.1
  • 13
    • 0001427158 scopus 로고
    • 1,4-Cycloaddition of 1,3-diazabutadiene with enamines: An efficient route to the pyrimidine ring
    • (a) Barluenga, J.; Tomás, M.; Ballesteros, M.; López, L. A. 1,4-Cycloaddition of 1,3-diazabutadiene with enamines: An efficient route to the pyrimidine ring. Tetrahedron Lett. 1989, 30, 4573-4576;
    • (1989) Tetrahedron Lett , vol.30 , pp. 4573-4576
    • Barluenga, J.1    Tomás, M.2    Ballesteros, M.3    López, L.A.4
  • 14
    • 0001235198 scopus 로고    scopus 로고
    • O'Reilly, B. C.; Atwal, K. S. Synthesis of substituted 1,2,3,4-tetrahydro-6-methyl-2-oxo-5-pyrimidine carboxylic acid esters: The Biginelli condensation revisited. Heterocycles 1987, 26, 1185-1188;
    • (b) O'Reilly, B. C.; Atwal, K. S. Synthesis of substituted 1,2,3,4-tetrahydro-6-methyl-2-oxo-5-pyrimidine carboxylic acid esters: The Biginelli condensation revisited. Heterocycles 1987, 26, 1185-1188;
  • 15
    • 0001235201 scopus 로고    scopus 로고
    • O' Reilly, B. C.; Atwal, K. S.; Gougoutas, J. Z.; Malley, M. F. Synthesis of substituted 1,2,3,4-tetrahydro-6-methyl-2-thioxo-5-pyrimidine carboxylic acid esters. Heterocycles 1987, 26, 1189-1192.
    • (c) O' Reilly, B. C.; Atwal, K. S.; Gougoutas, J. Z.; Malley, M. F. Synthesis of substituted 1,2,3,4-tetrahydro-6-methyl-2-thioxo-5-pyrimidine carboxylic acid esters. Heterocycles 1987, 26, 1189-1192.
  • 16
    • 0032524801 scopus 로고    scopus 로고
    • 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-dihydropyrimidin-2(1H)-ones. J. Org. Chem. 1998, 63, 3454-3457;
    • (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-dihydropyrimidin-2(1H)-ones. J. Org. Chem. 1998, 63, 3454-3457;
  • 17
    • 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
  • 18
    • 0034684498 scopus 로고    scopus 로고
    • 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;
    • (c) 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;
  • 19
    • 0034674776 scopus 로고    scopus 로고
    • Lanthanide triflate catalyzed Biginelli reaction one-pot synthesis of dihydropyrimidinones under solvent-less conditions
    • (d) Ma, Y.; Qian, C.; Wang, L.; Yang, M. Lanthanide triflate catalyzed Biginelli reaction one-pot synthesis of dihydropyrimidinones under solvent-less conditions. J. Org. Chem. 2000, 65, 3864-3868;
    • (2000) J. Org. Chem , vol.65 , pp. 3864-3868
    • Ma, Y.1    Qian, C.2    Wang, L.3    Yang, M.4
  • 20
    • 26844487901 scopus 로고    scopus 로고
    • Polyphosphate ester-mediated synthesis of dihydropyrimidines: Improved condition for the Biginelli reaction
    • (e) Kappe, C. O.; Falsone, S. F. Polyphosphate ester-mediated synthesis of dihydropyrimidines: Improved condition for the Biginelli reaction. Synlett 1998, 718-720;
    • (1998) Synlett , pp. 718-720
    • Kappe, C.O.1    Falsone, S.F.2
  • 21
    • 0034703416 scopus 로고    scopus 로고
    • Indium(III) chloride-catalyzed one-pot synthesis of dihydropyrimidinones by a three-component coupling of 1,3-dicarbonyl compounds, aldehydes, and urea: An improved procedure for the Biginelli reaction
    • (f) Ranu, 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, aldehydes, and urea: An improved procedure for the Biginelli reaction. J. Org. Chem. 2000, 65, 6270-6272;
    • (2000) J. Org. Chem , vol.65 , pp. 6270-6272
    • Ranu, B.C.1    Hajra, A.2    Jana, U.3
  • 22
    • 0037054171 scopus 로고    scopus 로고
    • Indium(III) bromide-catalyzed preparation of dihydropyrimidine: Improved protocol conditions for the Biginelli reaction
    • (g) Fu, N.-Y.; Yuan, Y.-F.; Cao, Z.; Wang, S.-W.; Wang, J.-T.; Peppe, C. Indium(III) bromide-catalyzed preparation of dihydropyrimidine: Improved protocol conditions for the Biginelli reaction. Tetrahedron 2002, 58, 4801-4807;
    • (2002) Tetrahedron , vol.58 , pp. 4801-4807
    • Fu, N.-Y.1    Yuan, Y.-F.2    Cao, Z.3    Wang, S.-W.4    Wang, J.-T.5    Peppe, C.6
  • 24
    • 0036193521 scopus 로고    scopus 로고
    • Lu, J.; Bai, Y. Catalysis of the Biginelli reaction by ferric and nickel chloride hexahydrate: One-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones. Synthesis 2002, 466;
    • (i) Lu, J.; Bai, Y. Catalysis of the Biginelli reaction by ferric and nickel chloride hexahydrate: One-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones. Synthesis 2002, 466;
  • 25
    • 0036532558 scopus 로고    scopus 로고
    • Reddy, C. V.; Mahesh, M.; Raju, P. V. K.; Babu, R.; Reddy, V. V. N. Zirconium(IV) chloride catalyzed one-pot synthesis of 3,4-dihydropyrimidin- 2(1H)-ones. Tetrahedron Lett. 2002, 43, 2657-2659;
    • (j) Reddy, C. V.; Mahesh, M.; Raju, P. V. K.; Babu, R.; Reddy, V. V. N. Zirconium(IV) chloride catalyzed one-pot synthesis of 3,4-dihydropyrimidin- 2(1H)-ones. Tetrahedron Lett. 2002, 43, 2657-2659;
  • 26
    • 0035969014 scopus 로고    scopus 로고
    • 2O-mediated, three-component, one-pot condensation reaction: An efficient synthesis of 4-aryl substituted 3,4-dihydropyrimidin-2-ones. Tetrahedron Lett. 2001, 42, 7873-7875.
    • 2O-mediated, three-component, one-pot condensation reaction: An efficient synthesis of 4-aryl substituted 3,4-dihydropyrimidin-2-ones. Tetrahedron Lett. 2001, 42, 7873-7875.
  • 27
    • 67049145542 scopus 로고    scopus 로고
    • Zeolite- catalyzed cyclocondensation reaction for the selective synthesis of 3,4-dihydropyrimidin-2-ones
    • (a) Rani, V. R.; Srinivas, N.; Kishan, M. R.; Kulkarni, S. J.; Ragavan, K. V. Zeolite- catalyzed cyclocondensation reaction for the selective synthesis of 3,4-dihydropyrimidin-2-ones. Green Chem. 2001, 42, 305-306;
    • (2001) Green Chem , vol.42 , pp. 305-306
    • Rani, V.R.1    Srinivas, N.2    Kishan, M.R.3    Kulkarni, S.J.4    Ragavan, K.V.5
  • 28
    • 0035920827 scopus 로고    scopus 로고
    • Ionic liquids catalyzed Biginelli reaction under solvent-free conditions
    • (b) Peng, J.; Deng, Y. Ionic liquids catalyzed Biginelli reaction under solvent-free conditions. Tetrahedron Lett. 2001, 42, 5917-5919;
    • (2001) Tetrahedron Lett , vol.42 , pp. 5917-5919
    • Peng, J.1    Deng, Y.2
  • 29
    • 0033826501 scopus 로고    scopus 로고
    • Microwave-assisted efficient synthesis of dihydropyrimidine: Improved high yielding protocol for the Biginelli reaction
    • (c) Yadav, J. S.; Subba Reddy, B. V.; Jagan Reddy, E.; Ramalingam, T. Microwave-assisted efficient synthesis of dihydropyrimidine: Improved high yielding protocol for the Biginelli reaction. J. Chem. Res., Synop. 2000, 354-355;
    • (2000) J. Chem. Res., Synop , pp. 354-355
    • Yadav, J.S.1    Subba Reddy, B.V.2    Jagan Reddy, E.3    Ramalingam, T.4
  • 30
    • 61949327395 scopus 로고    scopus 로고
    • Gupta, R.; Gupta, A. K.; Paul, S.; Kachroo, P. L. Improved syntheses of some ethyl 4-aryl-6-methyl-1,2,3,4-tetrahydropyrimidin-2-one/thione-5- carboxylate by microwave irradiation. Indian J. Chem. 1995, 34B, 151-152;
    • (d) Gupta, R.; Gupta, A. K.; Paul, S.; Kachroo, P. L. Improved syntheses of some ethyl 4-aryl-6-methyl-1,2,3,4-tetrahydropyrimidin-2-one/thione-5- carboxylate by microwave irradiation. Indian J. Chem. 1995, 34B, 151-152;
  • 31
    • 0034826879 scopus 로고    scopus 로고
    • Yadav, J. S.; Reddy, B. V. S.; Reddy, K. B.; Raj, K. S.; Prasad, A. R. Ultrasound-accelerated synthesis of 3,4-dihydropyrimidin-2(1H)-ones with ceric ammonium nitrate. J. Chem. Soc. Perkin, Trans. 2001, 1, 1939-1941;
    • (e) Yadav, J. S.; Reddy, B. V. S.; Reddy, K. B.; Raj, K. S.; Prasad, A. R. Ultrasound-accelerated synthesis of 3,4-dihydropyrimidin-2(1H)-ones with ceric ammonium nitrate. J. Chem. Soc. Perkin, Trans. 2001, 1, 1939-1941;
  • 32
    • 0033597165 scopus 로고    scopus 로고
    • A revision of the Biginelli reaction under solid acid catalysis: Solvent-free synthesis of dihydropyrimidines over montmorillonite KSF
    • (f) Bigi, F.; Carloni, S.; Frullanti, B.; Maggi, R.; Sartori, G. P. A revision of the Biginelli reaction under solid acid catalysis: Solvent-free synthesis of dihydropyrimidines over montmorillonite KSF. Tetrahedron Lett. 1999, 40, 3465-3468.
    • (1999) Tetrahedron Lett , vol.40 , pp. 3465-3468
    • Bigi, F.1    Carloni, S.2    Frullanti, B.3    Maggi, R.4    Sartori, G.P.5
  • 33
    • 0037455089 scopus 로고    scopus 로고
    • Shaabani, A.; Bazgir, A.; Teimouri, F. Ammonium chloride-catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones under solvent-free conditions. Tetrahedran Lett. 2003, 44, 857-859;
    • (a) Shaabani, A.; Bazgir, A.; Teimouri, F. Ammonium chloride-catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones under solvent-free conditions. Tetrahedran Lett. 2003, 44, 857-859;
  • 34
    • 0141768454 scopus 로고    scopus 로고
    • New environmentally friendly solvent-free synthesis of dihydropyrimidinones catalyzed by N-butyl-N,N-dimethyl-α- phenylethylammonium bromide
    • (b) Rosi Reddy, K.; Venkateshwar Reddy, C.; Mahesh, M.; Raju, P. V. K.; Narayana Reddy, V. V. New environmentally friendly solvent-free synthesis of dihydropyrimidinones catalyzed by N-butyl-N,N-dimethyl-α- phenylethylammonium bromide. Tetrahedron Lett. 2003, 44, 8173-8175;
    • (2003) Tetrahedron Lett , vol.44 , pp. 8173-8175
    • Rosi Reddy, K.1    Venkateshwar Reddy, C.2    Mahesh, M.3    Raju, P.V.K.4    Narayana Reddy, V.V.5
  • 35
    • 0037629580 scopus 로고    scopus 로고
    • Tu, S.; Fang, F.; Miao, C.; Jiang, H.; Feng, Y.; Shi, D.; Wanf, X. One-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones using boric acid as catalyst. Tetrahedron Lett. 2003, 44, 6153-6155;
    • (c) Tu, S.; Fang, F.; Miao, C.; Jiang, H.; Feng, Y.; Shi, D.; Wanf, X. One-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones using boric acid as catalyst. Tetrahedron Lett. 2003, 44, 6153-6155;
  • 36
    • 0037244559 scopus 로고    scopus 로고
    • (i) Varala, M. R.; Alam, M.; Adapa, S. R. Bismuthtriflates-catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2-(1H)-ones: An improved protocol for the Biginelli reaction. Synlett 2003, 67-70;
    • (d) (i) Varala, M. R.; Alam, M.; Adapa, S. R. Bismuthtriflates-catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2-(1H)-ones: An improved protocol for the Biginelli reaction. Synlett 2003, 67-70;
  • 37
    • 0037436897 scopus 로고    scopus 로고
    • 2: A reusable catalyst for high-yield synthesis of 3,4-dihydropyrimidin-2(1H)- ones. Tetrahedron Lett. 2003, 44, 3305-3308;
    • 2: A reusable catalyst for high-yield synthesis of 3,4-dihydropyrimidin-2(1H)- ones. Tetrahedron Lett. 2003, 44, 3305-3308;
  • 38
    • 2942704314 scopus 로고    scopus 로고
    • (i) Narasaiah, V. A.; Basak, A. K.; Nagaiah, K. Cadmium chloride: An efficient catalyst for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)- ones. Synthesis 2004, 8, 1253-1256;
    • (e) (i) Narasaiah, V. A.; Basak, A. K.; Nagaiah, K. Cadmium chloride: An efficient catalyst for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)- ones. Synthesis 2004, 8, 1253-1256;
  • 39
    • 2542465958 scopus 로고    scopus 로고
    • A highly efficient solvent-free synthesis of dihydropyrimidinones catalyzed by zinc chloride
    • (ii) Sun, Q.; Wang, Y.-Q.; Ge, Z-M.; Cheng, T.-M.; Li, R.-T. A highly efficient solvent-free synthesis of dihydropyrimidinones catalyzed by zinc chloride. Synthesis 2004, 7, 1047-1050;
    • (2004) Synthesis , vol.7 , pp. 1047-1050
    • Sun, Q.1    Wang, Y.-Q.2    Ge, Z.-M.3    Cheng, T.-M.4    Li, R.-T.5
  • 40
    • 0038632309 scopus 로고    scopus 로고
    • One-pot synthesis of dihydropyrimidinones using iodotrimethylsilane: Facile and new improved protocol for the Biginelli reaction at room temperature
    • (f) Sabitha, G.; Reddy, G. S. K. K.; Reddy, C. S.; Yadav, J. S. One-pot synthesis of dihydropyrimidinones using iodotrimethylsilane: Facile and new improved protocol for the Biginelli reaction at room temperature. Synlett 2003, 858-860;
    • (2003) Synlett , pp. 858-860
    • Sabitha, G.1    Reddy, G.S.K.K.2    Reddy, C.S.3    Yadav, J.S.4
  • 42
    • 2942729970 scopus 로고    scopus 로고
    • One-pot synthesis of dihydropyrimidinones using polyaniline-bismoclite complexes: A facile and reusuable catalyst for the Biginelli reaction
    • (h) Gangadasu, B.; Palaniappan, S.; Rao, J. V. One-pot synthesis of dihydropyrimidinones using polyaniline-bismoclite complexes: A facile and reusuable catalyst for the Biginelli reaction. Synlett 2004, 1285-1287.
    • (2004) Synlett , pp. 1285-1287
    • Gangadasu, B.1    Palaniappan, S.2    Rao, J.V.3
  • 44
    • 0037170627 scopus 로고    scopus 로고
    • Acylation of alcohols, thiols, and amines with carboxylic acid catalyzed by yttria-zirconia-based Lewis acid
    • (b) Kumar, P.; Pandey, R. K.; Bodas, M. S.; Dagade, S. P.; Dongare, M. K.; Ramaswamy, A. V. Acylation of alcohols, thiols, and amines with carboxylic acid catalyzed by yttria-zirconia-based Lewis acid. J. Mol. Catal. A 2002, 181, 207-213.
    • (2002) J. Mol. Catal. A , vol.181 , pp. 207-213
    • Kumar, P.1    Pandey, R.K.2    Bodas, M.S.3    Dagade, S.P.4    Dongare, M.K.5    Ramaswamy, A.V.6
  • 45
    • 61949389342 scopus 로고
    • Furniss, B. S, Hannaford, A. J, Rogeres, V, Smith, P. W. G, Tatchell, A. R, Eds, 4th ed, ELBS/Longman: London
    • Furniss, B. S.; Hannaford, A. J.; Rogeres, V.; Smith, P. W. G.; Tatchell, A. R. (Eds.). Vogel's Textbook of Practical Organic Chemistry. 4th ed.; ELBS/Longman: London, 1978.
    • (1978) Vogel's Textbook of Practical Organic Chemistry


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.