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Volumn 38, Issue 15, 2008, Pages 2584-2596

Four-component, one-pot synthesis of 2-aryl-4-thionylquinoline derivatives and their aromatization

Author keywords

2 aryl 4 thionylquinoline; Ammonium acetate; Dimedon; Four component coupling reactions

Indexed keywords

2 (3 AMINOPHENYL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5(1H,4H,6H) ONE; 2 (3 AMINOPHENYL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5(6H) ONE; 2 (3 BROMOPHENYL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5(6H) ONE; 2 (3 BROMOPHENYL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN-5(1H,4H,6H) ONE; 2 (3 CHLOROPHENYL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5 (1H,4H,6H) ONE; 2 (3 CHLOROPHENYL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5(6H) ONE; 2 (3 METHOXYPHENYL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5 (1H,4H,6H) ONE; 2 (3 METHOXYPHENYL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5(6H) ONE; 2 (3 NITROPHENYL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5 (1H,4H,6H) ONE; 2 (3 NITROPHENYL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5(6H) ONE; 2 (4 CHLOROPHENYL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5(1H,4H,6H) ONE; 2 (4 CHLOROPHENYL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5(6H) ONE; 2 (4 HYDROXYPHENYL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5(1H,4H,6H) ONE; 2 (4 HYDROXYPHENYL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5(6H) ONE; 2 (4 METHYLPHENYL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5(1H,4H,6H) ONE; 2 (4 METHYLPHENYL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5(6H) ONE; 2 (FURAN 3 YL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5(1H,4H,6H) ONE; 2 (FURAN 3 YL) 7,7 DIMETHYL 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5(6H) ONE; 5,5 DIMETHYL 1,3 CYCLOHEXANEDIONE; 7,7 DIMETHYL 2 (PYRIDIN 3 YL) 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5(1H,4H,6H) ONE; 7,7 DIMETHYL 2 (PYRIDIN 3 YL) 4 (THIOPHEN 2 YL) 7,8 DIHYDROQUINOLIN 5(6H) ONE; ACETOPHENONE DERIVATIVE; ALDEHYDE DERIVATIVE; AMMONIUM ACETATE; QUINOLINE DERIVATIVE; THIOPHENE 2 CARBALDEHYDE; UNCLASSIFIED DRUG;

EID: 51349108741     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397910802219288     Document Type: Article
Times cited : (3)

References (21)
  • 1
    • 30344451385 scopus 로고    scopus 로고
    • Benzo[b]thiophene as a template for substituted quinolines and tetrahydroquinolines
    • Chabert, J. F. D.; Rostaing, S. P.; Bouchu, D.; Lemaire, M. Benzo[b]thiophene as a template for substituted quinolines and tetrahydroquinolines. Tetrahedron Lett. 2006, 47, 1015-1018.
    • (2006) Tetrahedron Lett , vol.47 , pp. 1015-1018
    • Chabert, J.F.D.1    Rostaing, S.P.2    Bouchu, D.3    Lemaire, M.4
  • 3
    • 0028243048 scopus 로고
    • A new series of PDGF receptor tyrosine kinase inhibitors: 3-substituted quinoline derivatives
    • (b) Maguire, M. P.; Sheets, K. R.; McVety, K.; Spada, A. P.; Zilberstein, A. A new series of PDGF receptor tyrosine kinase inhibitors: 3-substituted quinoline derivatives. J. Med. Chem. 1994, 37, 2129-2137.
    • (1994) J. Med. Chem , vol.37 , pp. 2129-2137
    • Maguire, M.P.1    Sheets, K.R.2    McVety, K.3    Spada, A.P.4    Zilberstein, A.5
  • 6
    • 0034752697 scopus 로고    scopus 로고
    • Quinoline, quinazoline and acridone alkaloids
    • Michael, J. P. Quinoline, quinazoline and acridone alkaloids. Nat. Prod. Rep. 2001, 18, 543-559.
    • (2001) Nat. Prod. Rep , vol.18 , pp. 543-559
    • Michael, J.P.1
  • 7
    • 0031449261 scopus 로고    scopus 로고
    • Quinoline, quinazoline and acridone alkaloids
    • Michael, J. P. Quinoline, quinazoline and acridone alkaloids. Nat. Prod. Rep. 1997, 14, 605-618;
    • (1997) Nat. Prod. Rep , vol.14 , pp. 605-618
    • Michael, J.P.1
  • 8
    • 84944031181 scopus 로고    scopus 로고
    • A. R. Katritzky, C. W. Rees, E. F. V. Scriven Eds, Pergamon Press: Oxford
    • (b) Balasubramanian, M.; Keay, J. G. In Comprehensive Heterocyclic Chemistry II, A. R. Katritzky, C. W. Rees, E. F. V. Scriven (Eds.), Pergamon Press: Oxford, 1996; vol. 5, pp. 245-265;
    • (1996) Comprehensive Heterocyclic Chemistry II , vol.5 , pp. 245-265
    • Balasubramanian, M.1    Keay, J.G.2
  • 9
    • 0035811449 scopus 로고    scopus 로고
    • Synthesis and antibacterial evaluation of certain quinolone derivatives
    • (c) Chen, Y. L.; Fang, K. C.; Sheu, J. Y.; Hsu, S. L.; Tzeng, C. C. Synthesis and antibacterial evaluation of certain quinolone derivatives. J. Med. Chem. 2001, 44, 2374-2377;
    • (2001) J. Med. Chem , vol.44 , pp. 2374-2377
    • Chen, Y.L.1    Fang, K.C.2    Sheu, J.Y.3    Hsu, S.L.4    Tzeng, C.C.5
  • 10
    • 0033694467 scopus 로고    scopus 로고
    • Roma, G.; Braccio, M. D.; Grossi, G.; Mattioli, F.; Ghia, M. 1,8-naphthyridines IV. 9-substituted N,N-dialkyl-5-(alkylamino or cycloalkylamino) [1,2,4]triazolo[4,3-a][1,8]naphthyridine-6-carboxamides, new compounds with anti-aggressive and potent anti-inflammatory activities. Eur. J. Med. Chem. 2000, 35, 1021-1035;
    • (d) Roma, G.; Braccio, M. D.; Grossi, G.; Mattioli, F.; Ghia, M. 1,8-naphthyridines IV. 9-substituted N,N-dialkyl-5-(alkylamino or cycloalkylamino) [1,2,4]triazolo[4,3-a][1,8]naphthyridine-6-carboxamides, new compounds with anti-aggressive and potent anti-inflammatory activities. Eur. J. Med. Chem. 2000, 35, 1021-1035;
  • 11
    • 85064407458 scopus 로고
    • Total synthesis of (±)-virantmycin and determination of its stereochemistry
    • (e) Morimoto, Y.; Matsuda, F.; Shirahama, H. Total synthesis of (±)-virantmycin and determination of its stereochemistry. Synlett. 1991, 202-203;
    • (1991) Synlett , pp. 202-203
    • Morimoto, Y.1    Matsuda, F.2    Shirahama, H.3
  • 13
    • 0024582632 scopus 로고
    • Potential antitumor agents. 57. 2-phenylquinoline-8-carboxamides as "minimal" DNA-intercalating antitumor agents with in vivo solid tumor activity
    • Atwell, G. J.; Baguley, B. C.; Denny, W. A. Potential antitumor agents. 57. 2-phenylquinoline-8-carboxamides as "minimal" DNA-intercalating antitumor agents with in vivo solid tumor activity. Med. Chem. 1989, 32, 396-401.
    • (1989) Med. Chem , vol.32 , pp. 396-401
    • Atwell, G.J.1    Baguley, B.C.2    Denny, W.A.3
  • 14
    • 34250718548 scopus 로고    scopus 로고
    • Synthesis and characterization of quinoline derivatives via the Friedländer reaction
    • Yang, D.; Jiang, K.; Li, J.; Xu, F. Synthesis and characterization of quinoline derivatives via the Friedländer reaction. Tetrahedron 2007, 63, 7654-7658.
    • (2007) Tetrahedron , vol.63 , pp. 7654-7658
    • Yang, D.1    Jiang, K.2    Li, J.3    Xu, F.4
  • 15
    • 0000476009 scopus 로고
    • Eine synthese des chinolins.
    • Skraup, H. Eine synthese des chinolins. Chem. Ber. 1880, 13, 2086-2087.
    • (1880) Chem. Ber , vol.13 , pp. 2086-2087
    • Skraup, H.1
  • 20
    • 0034518876 scopus 로고    scopus 로고
    • Recent advances in the biginelli dihydropyrimidine synthesis. New tricks from an old dog
    • For a more recent update on the Biginelli reaction, see
    • For a more recent update on the Biginelli reaction, see: 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
  • 21
    • 33645879237 scopus 로고    scopus 로고
    • Molecular iodine-catalyzed one-pot synthesis of substituted quinolines from imines and aldehydes
    • Lin, X. F.; Cui, S. L.; Wang, Y. G. Molecular iodine-catalyzed one-pot synthesis of substituted quinolines from imines and aldehydes. Tetrahedron Letters 2006, 47, 3127-3130.
    • (2006) Tetrahedron Letters , vol.47 , pp. 3127-3130
    • Lin, X.F.1    Cui, S.L.2    Wang, Y.G.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.