메뉴 건너뛰기




Volumn 40, Issue 9, 2010, Pages 1256-1263

H6P2W18O62-18H2O, a green and reusable catalyst for the three-component, one-pot synthesis of 4,6-diarylpyrimidin-2(1H)-ones under solvent-free conditions

Author keywords

3,5 trien 11 one; 4,6 Diarylpyrimidin 2(1H) ones; 9 phenyl 8 oxa 10,12 diaza tricyclo 7.3.1.02,7 trideca 2(7); H6P 2W18O62 18H2O; Heteropolyacids; Solvent free reactions

Indexed keywords

4 CHLOROBENZALDEHYDE; 4 METOXYACETOPHENONE; 4,6 DIARYLPYRIMIDINE 2(1H) ONE DERIVATIVE; 9 PHENYL 8 OXA 10,12 DIAZA TRICYCLO[7.3.1.0 2,7]TRIDECA 2(7),3,5 TRIEN 11 ONE; ACETOPHENONE DERIVATIVE; ACID; ALDEHYDE DERIVATIVE; HETEROPOLYACID DERIVATIVE; PYRIMIDINE DERIVATIVE; TRIMETHYLSILYLCHLORIDE; UNCLASSIFIED DRUG; UREA;

EID: 77951077073     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910903062272     Document Type: Article
Times cited : (15)

References (24)
  • 1
    • 0036424932 scopus 로고    scopus 로고
    • The application of multi-component reactions in drug discovery
    • Weber, L. The application of multi-component reactions in drug discovery. Curr. Med. Chem. 2002, 9, 2085.
    • (2002) Curr. Med. Chem. , vol.9 , pp. 2085
    • Weber, L.1
  • 2
    • 0037160423 scopus 로고    scopus 로고
    • Diastereoselective magnesium halide-catalyzed anti-aldol reactions of chiral N-acyloxazolidinones
    • Evans, D. A.; Tedrow, J. S.; Shaw, J. T.; Downey, W. Diastereoselective magnesium halide-catalyzed anti-aldol reactions of chiral N-acyloxazolidinones. J. Am. Chem. Soc. 2002, 124, 392.
    • (2002) J. Am. Chem. Soc. , vol.124 , pp. 392
    • Evans, D.A.1    Tedrow, J.S.2    Shaw, J.T.3    Downey, W.4
  • 3
    • 0036009487 scopus 로고    scopus 로고
    • Tandem sigmatropic shifts in [4\+ 2] cycloaddition reactions of 1,3-diazabuta-1,3-dienes with butadienylketene: Synthesis of pyrimidinone derivatives
    • and references cited therein
    • Sharma, A. K.; Jayakumar, S.; Hundal, M. S.; Mahajan, M. P. Tandem sigmatropic shifts in [4\+ 2] cycloaddition reactions of 1,3-diazabuta-1,3- dienes with butadienylketene: Synthesis of pyrimidinone derivatives. J. Chem. Soc., Perkin Trans. 1 2002, 774, and references cited therein.
    • (2002) J. Chem. Soc., Perkin Trans. , vol.1 , pp. 774
    • Sharma, A.K.1    Jayakumar, S.2    Hundal, M.S.3    Mahajan, M.P.4
  • 4
    • 0037413559 scopus 로고    scopus 로고
    • Discovery of a thieno[2,3-d]pyrimidine-2,4-dione bearing a p-methoxyureidophenyl moiety at the 6-position: A highly potent and orally bioavailable non-peptide antagonist for the human luteinizing hormone-releasing hormone receptor
    • Sasaki, S.; Cho, N.; Nara, Y.; Harada, M.; Endo, S.; Suzuki, N.; Furuya, S.; Fujino, M. Discovery of a thieno[2,3-d]pyrimidine-2,4-dione bearing a p-methoxyureidophenyl moiety at the 6-position: A highly potent and orally bioavailable non-peptide antagonist for the human luteinizing hormone-releasing hormone receptor. J. Med. Chem. 2003, 46, 113.
    • (2003) J. Med. Chem. , vol.46 , pp. 113
    • Sasaki, S.1    Cho, N.2    Nara, Y.3    Harada, M.4    Endo, S.5    Suzuki, N.6    Furuya, S.7    Fujino, M.8
  • 5
    • 0021916440 scopus 로고
    • Mechanism of antitumor action of pyrimidinones in the treatment of B16 melanoma and P388 leukemia
    • Li, L. H.; Wallace, T. L.; Richard, K. A.; Tracey, D. E. Mechanism of antitumor action of pyrimidinones in the treatment of B16 melanoma and P388 leukemia. Cancer Res. 1985, 45, 532.
    • (1985) Cancer Res. , vol.45 , pp. 532
    • Li, L.H.1    Wallace, T.L.2    Richard, K.A.3    Tracey, D.E.4
  • 6
    • 27444434731 scopus 로고    scopus 로고
    • 6-[1-(2,6-Difluorophenyl)ethyl]pyrimidinones antagonize cell proliferation; And induce cell differentiation by inhibiting (a nontelomeric) endogenous reverse transcriptase
    • Bartolini, S.; Mai, A.; Artico, M.; Paesano, N.; Rotili, D.; Spadafora, C; Sbardella, G. J. 6-[1-(2,6-Difluorophenyl)ethyl]pyrimidinones antagonize cell proliferation; and induce cell differentiation by inhibiting (a nontelomeric) endogenous reverse transcriptase. Med. Chem. 2005, 48, 6776.
    • (2005) Med. Chem. , vol.48 , pp. 6776
    • Bartolini, S.1    Mai, A.2    Artico, M.3    Paesano, N.4    Rotili, D.5    Spadafora, C.6    Sbardella, G.J.7
  • 7
    • 33744989216 scopus 로고    scopus 로고
    • 4: An efficient catalyst system for the one-pot synthesis of 4,6-diarylpyrimidin-2(1H)-ones
    • 4: An efficient catalyst system for the one-pot synthesis of 4,6-diarylpyrimidin-2(1H)-ones. Catal. Commun. 2006, 7, 713.
    • (2006) Catal. Commun. , vol.7 , pp. 713
    • Khosropour, A.R.1    Mohammadpoor-Baltork, I.2
  • 8
    • 0011170819 scopus 로고    scopus 로고
    • Facile synthesis of functionalized nitroenamines 2: Ring-opening reaction of hydrated 1-methyl-5-nitro-pyrimidin-4(1H)-one
    • Nishiwaki, N.; Wakamura, E.; Nishida, Y.; Tohda, Y.; Ariga, M. Facile synthesis of functionalized nitroenamines, 2: Ring-opening reaction of hydrated 1-methyl-5-nitro-pyrimidin-4(1H)-one. Heterocycl. Commun. 1996, 2, 129.
    • (1996) Heterocycl. Commun. , vol.2 , pp. 129
    • Nishiwaki, N.1    Wakamura, E.2    Nishida, Y.3    Tohda, Y.4    Ariga, M.5
  • 9
    • 3343006468 scopus 로고    scopus 로고
    • Two directions of the reaction of 4-bromobenzaldehyde with substituted acetophenones and urea: Synthesis of aryl-substituted pyrimidin-2-one and hexahydropyrimido[4,5-d]pyrimidin-2,7-dione
    • Sedova, V. F.; Shkurko, O. P. Two directions of the reaction of 4-bromobenzaldehyde with substituted acetophenones and urea: Synthesis of aryl-substituted pyrimidin-2-one and hexahydropyrimido[4,5-d]pyrimidin-2,7- dione. Chem. Heterocycl. Compd. 2004, 40, 194.
    • (2004) Chem. Heterocycl. Compd. , vol.40 , pp. 194
    • Sedova, V.F.1    Shkurko, O.P.2
  • 10
    • 0030859673 scopus 로고    scopus 로고
    • Synthetic equivalents of diformylamine and nitromalonaldehyde
    • Nishiwaki, N.; Tohda, Y.; Ariga, M. Nitropyrimidinones: Synthetic equivalents of diformylamine and nitromalonaldehyde. Synthesis 1997, 1277.
    • (1997) Synthesis , vol.1277
    • Nishiwaki, N.1    Tohda, Y.2    Nitropyrimidinones, A.M.3
  • 12
    • 0007264588 scopus 로고    scopus 로고
    • Heterogeneous catalysis
    • Mizuno, N.; Misono, M. Heterogeneous Catalysis. chem. Rev. 1998, 98, 199.
    • (1998) Chem Rev. , vol.98 , pp. 199
    • Mizuno, N.1    Misono, M.2
  • 13
    • 0346896747 scopus 로고    scopus 로고
    • The state of the art on Wells-Dawson hetero-poly compounds: A review of their properties and applications
    • Briand, L. E.; Baronetti, G. T.; Thomas, H. The state of the art on Wells-Dawson hetero-poly compounds: A review of their properties and applications. J. Appl. Catal. A: Gen. 2003, 256, 37.
    • (2003) J. Appl. Catal. A: Gen. , vol.256 , pp. 37
    • Briand, L.E.1    Baronetti, G.T.2    Thomas, H.3
  • 14
    • 0037078370 scopus 로고    scopus 로고
    • Efficient method for tetrahydropyranylation/depyranylation of phenols and alcohols using a solid acid catalyst with Wells-Dawson structure
    • Romanelli, G. P.; Baronetti, G.; Thomas, H. J.; Autino, J. C. Efficient method for tetrahydropyranylation/depyranylation of phenols and alcohols using a solid acid catalyst with Wells-Dawson structure. Tetrahedron Lett. 2002, 43, 7589.
    • (2002) Tetrahedron Lett. , vol.43 , pp. 7589
    • Romanelli, G.P.1    Baronetti, G.2    Thomas, H.J.3    Autino, J.C.4
  • 16
    • 0347466685 scopus 로고    scopus 로고
    • Heteropolyacid-based catalysis. Dawson acid for MTBE synthesis in gas phase
    • Baronetti, G.; Briand, L.; Sedran, U.; Thomas, H. Heteropolyacid-based catalysis. Dawson acid for MTBE synthesis in gas phase. Appl. Catal. A: Gen. 1998, 172, 265.
    • (1998) Appl. Catal. A: Gen. , vol.172 , pp. 265
    • Baronetti, G.1    Briand, L.2    Sedran, U.3    Thomas, H.4
  • 17
  • 19
    • 33846813598 scopus 로고    scopus 로고
    • Highly efficient, four-component one-pot synthesis of tetrasubstituted imidazoles using Keggin-type heteropolyacids as green and reusable catalysts
    • Heravi, M. M.; Derikvand, F.; Bamoharram, F. F. Highly efficient, four-component one-pot synthesis of tetrasubstituted imidazoles using Keggin-type heteropolyacids as green and reusable catalysts. J. Mol. Catal. A: Chem. 2007, 263, 112.
    • (2007) J. Mol. Catal. A: Chem. , vol.263 , pp. 112
    • Heravi, M.M.1    Derikvand, F.2    Bamoharram, F.F.3
  • 20
    • 34248160897 scopus 로고    scopus 로고
    • A modified and green Dakin-West reaction: An efficient and convenient method for a one-pot synthesis of P-acetamido carbonyl compounds
    • Heravi, M. M.; Ranjbar, L.; Derikvand, F.; Bamoharram, F. F. A modified and green Dakin-West reaction: An efficient and convenient method for a one-pot synthesis of P-acetamido carbonyl compounds. J. Mol. Catal. A: Chem. 2007, 271, 28.
    • (2007) J. Mol. Catal. A: Chem. , vol.271 , pp. 28
    • Heravi, M.M.1    Ranjbar, L.2    Derikvand, F.3    Bamoharram, F.F.4
  • 22
    • 60549106717 scopus 로고    scopus 로고
    • Three-component one-pot synthesis of 4,6-diarylpyrimidin-2(1H)-ones under solvent-free conditions in the presence of sulfamic acid as a green and reusable catalyst
    • Heravi, M. M.; Ranjbar, L.; Derikvand, F.; Alimadadi, B. Three-component one-pot synthesis of 4,6-diarylpyrimidin-2(1H)-ones under solvent-free conditions in the presence of sulfamic acid as a green and reusable catalyst. Mol. Divers. 2008, 12, 191.
    • (2008) Mol. Divers. , vol.12 , pp. 191
    • Heravi, M.M.1    Ranjbar, L.2    Derikvand, F.3    Alimadadi, B.4
  • 24
    • 33846350174 scopus 로고
    • New three-component cyclocondensation reaction: Microwave-assisted one-pot synthesis of 5-unsubstituted-3,4-dihydropyrimidin-2(1H)-ones under solvent-free conditions
    • Liang, B.; Wang, X.; Wang, J.-X.; Du, Z. New three-component cyclocondensation reaction: Microwave-assisted one-pot synthesis of 5-unsubstituted-3,4-dihydropyrimidin-2(1H)-ones under solvent-free conditions. Tetrahedron 2007, 63, 1981.
    • (1981) Tetrahedron , vol.2007 , pp. 63
    • Liang, B.1    Wang, X.2    Wang, J.-X.3    Du, Z.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.