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Volumn 40, Issue 9, 2010, Pages 1391-1398

Simple and efficient synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones using silica chloride as a new catalyst under solvent-free conditions

Author keywords

2 Amino chalcones; 2 aryl 2,3 dihydroquinolin 4(1H) ones; Microwave; Silica chloride

Indexed keywords

2 (2 BROMO 4,5 DIMETHOXYPHENYL) 2,3 DIHYDROQUINOLIN 4(1H) ONE; 2 (2 FLUOROPHENYL) 2,3 DIHYDROQUINOLIN 4(1H) ONE; 2 (2,3 METHYLENEDIOXYPHENYL) 2,3 DIHYDROQUINOLIN 4(1H) ONE; 2 (2,4 DIMETHOXYPHENYL) 2,3 DIHYDROQUINOLIN 4(1H) ONE; CHALCONE DERIVATIVE; DIHYDROQUINOLINE DERIVATIVE; SILICON DIOXIDE; UNCLASSIFIED DRUG;

EID: 77951069302     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910903097252     Document Type: Article
Times cited : (16)

References (21)
  • 1
    • 0027246046 scopus 로고
    • Synthesis and cytotoxicity of 1, 6, 7,8-subsituted 2-(4-substituted phenyl)-4-quinolones and related compounds: Identification as antimitotic agents inter-acting with tubulin
    • (a) Kou, S.-C.; Lee, H.-Z.; Juang, J.-P.; Lin, Y.-T.; Wu, S.-H.; Chang, J.-J.; Lednicer, D.; Paull, K. D.; Lin, C.-M. Synthesis and cytotoxicity of 1,6,7,8-subsituted 2-(4-substituted phenyl)-4-quinolones and related compounds: Identification as antimitotic agents inter-acting with tubulin. J. Med. Chem. 1993, 36, 1146-1156;
    • (1993) J. Med. Chem. , vol.36 , pp. 1146-1156
    • Kou, S.-C.1    Lee, H.-Z.2    Juang, J.-P.3    Lin, Y.-T.4    Wu, S.-H.5    Chang, J.-J.6    Lednicer, D.7    Paull, K.D.8    Lin, C.-M.9
  • 2
    • 0032568390 scopus 로고    scopus 로고
    • Antitumor agents 181: Synthesis and biological evaluation of 6, 7,2,3,4-substituted-1, 2,3,4-tetrahydro-2-phenyl-4-quinolones as a new class of antimitotic antitumor agents
    • (b) Xia, Y.; Yang, Z.-U.; Xia, P.; Bastow, K. F.; Tachibana, Y.; Kuo, S.-C.; Hamel, E.; Hackl, T.; Lee, K.-H. Antitumor agents, 181: Synthesis and biological evaluation of 6,7,2,3,4-substituted-1,2,3,4-tetrahydro-2-phenyl-4- quinolones as a new class of antimitotic antitumor agents. J. Med. Chem. 1998, 41, 1155-1162;
    • (1998) J. Med. Chem. , vol.41 , pp. 1155-1162
    • Xia, Y.1    Yang, Z.-U.2    Xia, P.3    Bastow, K.F.4    Tachibana, Y.5    Kuo, S.-C.6    Hamel, E.7    Hackl, T.8    Lee, K.-H.9
  • 3
    • 0025253724 scopus 로고
    • Chalcone deriva-tives as precursors of 1, 2, 3,4-tetrahydro-4-quinolones
    • Donnelly, J. A.; Farrell, D. F. Chalcone deriva-tives as precursors of 1,2,3,4-tetrahydro-4-quinolones. Tetrahedron 1990, 46, 885-894(c).
    • (1990) Tetrahedron , vol.46 , pp. 885-894
    • Donnelly, J.A.1    Farrell, D.F.2
  • 4
    • 0030865077 scopus 로고    scopus 로고
    • Palladium-catalyzed heteroannu-lation with acetylenic carbinols as synthons: Synthesis of quinolines and 2,3-dihydroqui-nolin-4(1H)-quinolones
    • (a) Mahanty, J. S.; Mahuya, D.; Das, P.; Kundu, K. G. Palladium-catalyzed heteroannu-lation with acetylenic carbinols as synthons: Synthesis of quinolines and 2,3-dihydroqui-nolin-4(1H)-quinolones. Tetrahedron 1997, 53, 13397-13418;
    • (1997) Tetrahedron , vol.53 , pp. 13397-13418
    • Mahanty, J.S.1    Mahuya, D.2    Das, P.3    Kundu, K.G.4
  • 5
  • 6
    • 0032506578 scopus 로고    scopus 로고
    • Hypervalent iodine oxidation of 2-aryl-1, 2, 3,4-tetrahydro-4-quinolones: An expedient route to naturally occurring 4-alkoxy-2-arylquinolines
    • Varma, R. S.; Kumar, D. Hypervalent iodine oxidation of 2-aryl-1,2,3,4-tetrahydro-4-quinolones: An expedient route to naturally occurring 4-alkoxy-2-arylquinolines. Tetra-hedron Lett. 1998, 39, 9113-9116.
    • (1998) Tetra-hedron Lett. , vol.39 , pp. 9113-9116
    • Varma, R.S.1    Kumar, D.2
  • 7
    • 0027537494 scopus 로고
    • A new route to 2-aryl-4-quinolones via thallium(III) p-tolylsul-phonate- mediated oxidation of 2-aryl-1, 2, 3,4-tetrahydro-4-quinolones
    • Singh, O. V.; Kapil, R. S. A new route to 2-aryl-4-quinolones via thallium(III) p-tolylsul-phonate-mediated oxidation of 2-aryl-1,2,3,4- tetrahydro-4-quinolones. Synth. Commun. 1992, 23, 277-283.
    • (1992) Synth. Commun. , vol.23 , pp. 277-283
    • Singh, O.V.1    Kapil, R.S.2
  • 8
    • 0002902322 scopus 로고
    • Oxidation of 2-aryl-1, 2, 3,4-tetrahydro-4-quinolones: A novel entry for the synthesis of 2-and 3-arylquinoline alkaloids
    • Singh, O. V.; Kapil, R. S. Oxidation of 2-aryl-1,2,3,4-tetrahydro-4- quinolones: A novel entry for the synthesis of 2-and 3-arylquinoline alkaloids. Synlett 1992, 751-752.
    • (1992) Synlett , pp. 751-752
    • Singh, O.V.1    Kapil, R.S.2
  • 9
    • 84953479024 scopus 로고
    • Reactions of 2'-aminochalcone
    • Tokes, A. L.; Janzso, G. Reactions of 2'-aminochalcone. Synth. Commun. 1989,19, 3159-3168.
    • (1989) Synth. Commun. , vol.19 , pp. 3159-3168
    • Tokes, A.L.1    Janzso, G.2
  • 10
    • 0010311693 scopus 로고
    • Formation of a quinolone derivative from o-aminoaceto-phenone and benzaldehyde
    • (a) Mannich, C; Dannehl, M. Formation of a quinolone derivative from o-aminoaceto-phenone and benzaldehyde. Ber. 1938, 71B, 1899-1901;
    • (1938) Ber. , vol.71 B , pp. 1899-1901
    • Mannich, C.1    Dannehl, M.2
  • 11
    • 84867956218 scopus 로고
    • Resolution of (±)-2,3-dihydro-2-phenyl-4(1H)-quinolone
    • (b) Tokes, A. L.; Szilagyi, L. Resolution of (±)-2,3-dihydro-2- phenyl-4(1H)-quinolone. Synth. Commun. 1987, 17(10), 1235-1245.
    • (1987) Synth. Commun. , vol.17 , Issue.10 , pp. 1235-1245
    • Tokes, A.L.1    Szilagyi, L.2
  • 12
    • 0344118636 scopus 로고    scopus 로고
    • Microwave-assisted isomerization 2'-aminochalcones on clay: An easy route to 2-aryl-1, 2, 3,4-tetrahydro-4-quinolones
    • (a) Varma, R. S.; Saini, R. K. Microwave-assisted isomerization 2'-aminochalcones on clay: An easy route to 2-aryl-1,2,3,4-tetrahydro-4- quinolones. Synlett 1997, 857;
    • (1997) Synlett , pp. 857
    • Varma, R.S.1    Saini, R.K.2
  • 13
    • 33846463869 scopus 로고    scopus 로고
    • A simple and facile solventless procedure for the cyclization of 2'-amino and 2'-hydroxy chalcones using silica-supported sodium hydrogen sulphate as heterogenous catalyst
    • (b) Kumar, K. H.; Perumal, P. T. A simple and facile solventless procedure for the cyclization of 2'-amino and 2'-hydroxy chalcones using silica-supported sodium hydrogen sulphate as heterogenous catalyst. Can. J. Chem. 2006, 84, 1079-1083;
    • (2006) Can. J. Chem. , vol.84 , pp. 1079-1083
    • Kumar, K.H.1    Perumal, P.T.2
  • 14
    • 0027322831 scopus 로고
    • Schmidt reaction on 2-aryl-1, 2, 3,4-tetrahydro-4-quinolone
    • (c) Tokes, A. L.; Litkei, G. Schmidt reaction on 2-aryl-1,2,3,4- tetrahydro-4-quinolone. Synth. Commun. 1993, 23(7), 895-902.
    • (1993) Synth. Commun. , vol.23 , Issue.7 , pp. 895-902
    • Tokes, A.L.1    Litkei, G.2
  • 15
    • 0346057824 scopus 로고    scopus 로고
    • Indium(III) chloride/silica gel-promoted facile and rapid cyclization of 2-aminochalcones to 2-aryl-2,3-dihydroquinolin-4(1H)-ones under solvent-free conditions
    • Kumar, K. H.; Muralidharan, D.; Perumal, P. T. Indium(III) chloride/silica gel-promoted facile and rapid cyclization of 2-aminochalcones to 2-aryl-2,3-dihydroquinolin-4(1H)-ones under solvent-free conditions. Synthesis 2004, 1, 63-68.
    • (2004) Synthesis , vol.1 , pp. 63-68
    • Kumar, K.H.1    Muralidharan, D.2    Perumal, P.T.3
  • 16
    • 33751403126 scopus 로고    scopus 로고
    • 20-NaI: An efficient catalyst for the cyclization of 2-aminochalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones under solvent-free conditions
    • 20-NaI: An efficient catalyst for the cyclization of 2-aminochalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones under solvent-free conditions. Tetrahedron Lett. 2007, 48, 13-15.
    • (2007) Tetrahedron Lett. , vol.48 , pp. 13-15
    • Ahmed, N.1    Van Lier, J.E.2
  • 17
    • 33644988192 scopus 로고    scopus 로고
    • 5: New catalyst for the facile and rapid cyclization of 2-aminochalcones to the corresponding 2-aryl-2,3- dihydroquinolin-4(1H)-ones under solvent-free conditions
    • 5: New catalyst for the facile and rapid cyclization of 2-aminochalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones under solvent-free conditions. Tetrahedron Lett. 2006, 47, 2725-2729.
    • (2006) Tetrahedron Lett. , vol.47 , pp. 2725-2729
    • Ahmed, N.1    Van Lier, J.E.2
  • 19
    • 0742269497 scopus 로고    scopus 로고
    • Protection (and deprotec-tion) of functional groups in organic synthesis by heterogeneous catalysis
    • (b) Sartori, G.; Ballini, R.; Bigi, F.; Bosica, G.; Maggi, R.; Righi, P. Protection (and deprotec-tion) of functional groups in organic synthesis by heterogeneous catalysis. Chem. Rev. 2004, 104(1), 199-250;
    • (2004) Chem. Rev. , vol.104 , Issue.1 , pp. 199-250
    • Sartori, G.1    Ballini, R.2    Bigi, F.3    Bosica, G.4    Maggi, R.5    Righi, P.6
  • 20
    • 0035742525 scopus 로고    scopus 로고
    • Solvent-free accelerated organic syntheses using microwaves
    • (c) Varma, R. S. Solvent-free accelerated organic syntheses using microwaves. Pure Appl. Chem. 2001, 73, 193-198.
    • (2001) Pure Appl. Chem. , vol.73 , pp. 193-198
    • Varma, R.S.1
  • 21
    • 0033964187 scopus 로고    scopus 로고
    • Highly efficient transdithioa-cetalization of acetals catalyzed by silica chloride
    • Firouzabadi, H.; Iranpoor, N.; Karimi, B.; Hazarkhani, H. Highly efficient transdithioa-cetalization of acetals catalyzed by silica chloride. Synlett 2000, 263-265.
    • (2000) Synlett , pp. 263-265
    • Firouzabadi, H.1    Iranpoor, N.2    Karimi, B.3    Hazarkhani, H.4


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