메뉴 건너뛰기




Volumn 41, Issue 4, 2011, Pages 523-527

One-pot, three-component synthesis of cis-isoquinolonic acids using ZnCl2, AlCl3-SiO2 as catalyst

Author keywords

AlCl3 SiO2; Cis isoquinolonic acids; homophthalic anhydride; multicomponent condensations; ZnCl2

Indexed keywords

ACID; ALDEHYDE; ALUMINUM CHLORIDE; AMINE; ANTIINFLAMMATORY AGENT; DICHLOROMETHANE; ISOQUINOLONIC ACID; PSYCHOTROPIC AGENT; SILICON DIOXIDE; UNCLASSIFIED DRUG; ZINC CHLORIDE;

EID: 79551678270     PISSN: 00397911     EISSN: 15322432     Source Type: Journal    
DOI: 10.1080/00397911003611786     Document Type: Article
Times cited : (12)

References (16)
  • 1
    • 0024379036 scopus 로고
    • 2,4-Diamino-5-benzylpyrimi-dines and analogues as antibacterial agents 12: 1,2-Dihydroquinolylmethyl analogues with high activity and specificity for bacterial dihydrofolate reductase
    • Johnson, J. V.; Rauckman, B. S.; Baccanari, P. D.; Roth, B. 2,4-Diamino-5-benzylpyrimi-dines and analogues as antibacterial agents, 12: 1,2-Dihydroquinolylmethyl analogues with high activity and specificity for bacterial dihydrofolate reductase. J. Med. Chem. 1989, 32, 1942-1949.
    • (1989) J. Med. Chem. , vol.32 , pp. 1942-1949
    • Johnson, J.V.1    Rauckman, B.S.2    Baccanari, P.D.3    Roth, B.4
  • 2
    • 0017889598 scopus 로고
    • Total synthesis of nitidine chloride
    • Cushman, M.; Cheng, L. Total synthesis of nitidine chloride. J. Org. Chem. 1978, 43, 286-288.
    • (1978) J. Org. Chem. , vol.43 , pp. 286-288
    • Cushman, M.1    Cheng, L.2
  • 3
    • 0001581736 scopus 로고
    • Total synthesis of (±)-14-epicorynoline, ( ±)-corynoline, and (±)-6-oxocorynoline
    • Cushman, M.; Abbaspour, A.; Gupta, Y. P. Total synthesis of (±)-14-epicorynoline, (±)-corynoline, and (±)-6- oxocorynoline. J. Am. Chem. Soc. 1983, 105, 2873-2879.
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 2873-2879
    • Cushman, M.1    Abbaspour, A.2    Gupta, Y.P.3
  • 4
    • 0032212493 scopus 로고    scopus 로고
    • Total synthesis of decumbenine B
    • Xu, X. Y.; Qin, G. W.; Xu, R. S.; Zhu, X. Z. Total synthesis of decumbenine B. Tetrahedron 1998, 54, 14179-14188.
    • (1998) Tetrahedron , vol.54 , pp. 14179-14188
    • Xu, X.Y.1    Qin, G.W.2    Xu, R.S.3    Zhu, X.Z.4
  • 5
    • 0000319547 scopus 로고
    • A study and mechanistic interpretation of the electronic and steric effects that determine the stereochemical outcome of the reaction of Schiff bases with homophthalic anhydride and 3-phenylsuccinic anhydride
    • Cushman, M.; Madaj, E. J. A study and mechanistic interpretation of the electronic and steric effects that determine the stereochemical outcome of the reaction of Schiff bases with homophthalic anhydride and 3-phenylsuccinic anhydride. J. Org. Chem. 1987, 52, 907-915.
    • (1987) J. Org. Chem. , vol.52 , pp. 907-915
    • Cushman, M.1    Madaj, E.J.2
  • 6
    • 0017481695 scopus 로고
    • Condensation of imines with homophthalic anhydrides: A convergent synthesis of cis- and trans-13-methyltetrahydroprotoberberines
    • Cushman, M.; Gentry, J.; Dekow, F. W. Condensation of imines with homophthalic anhydrides: A convergent synthesis of cis- and trans-13- methyltetrahydroprotoberberines. J. Org. Chem. 1977, 42, 1111-1116.
    • (1977) J. Org. Chem. , vol.42 , pp. 1111-1116
    • Cushman, M.1    Gentry, J.2    Dekow, F.W.3
  • 7
    • 0027456871 scopus 로고
    • Synthesis of novel isoquinoline derivatives as potential CNS agents
    • Bonnaud, B.; Carlessi, A.; Bigg, D. C. H. Synthesis of novel isoquinoline derivatives as potential CNS agents. J. Heterocycl. Chem. 1993, 30, 257-265.
    • (1993) J. Heterocycl. Chem. , vol.30 , pp. 257-265
    • Bonnaud, B.1    Carlessi, A.2    Bigg, D.C.H.3
  • 8
    • 0032546071 scopus 로고    scopus 로고
    • Lewis acid-induced reaction of homophthalic anhydride with imines: A convenient synthesis of trans-isoquinolonic acids
    • Yu, N.; Bourel, L.; Deprez, B.; Gesquiere, J. C. Lewis acid-induced reaction of homophthalic anhydride with imines: A convenient synthesis of trans-isoquinolonic acids. Tetrahedron Lett. 1998, 39, 829-832.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 829-832
    • Yu, N.1    Bourel, L.2    Deprez, B.3    Gesquiere, J.C.4
  • 9
    • 0034090830 scopus 로고    scopus 로고
    • A one-pot synthesis of tetrahydroisoquinolonic acids from aldehydes and amines in trimethylorthoformate
    • Yu, N.; Poulain, R.; Gesquiere, J. C. A one-pot synthesis of tetrahydroisoquinolonic acids from aldehydes and amines in trimethylorthoformate. Synlett 2000, 355-356.
    • (2000) Synlett , pp. 355-356
    • Yu, N.1    Poulain, R.2    Gesquiere, J.C.3
  • 10
    • 0037416916 scopus 로고    scopus 로고
    • Room temperature ionic liquid-promoted three-component coupling reactions: A facile synthesis of cis-isoquinolo-nic acids
    • Yadav, J. S.; Reddy, B. V. S.; Saritha, R. K.; Prasad, A. R. Room temperature ionic liquid-promoted three-component coupling reactions: A facile synthesis of cis-isoquinolo-nic acids. Tetrahedron 2003, 59, 1805-1809.
    • (2003) Tetrahedron , vol.59 , pp. 1805-1809
    • Yadav, J.S.1    Reddy, B.V.S.2    Saritha, R.K.3    Prasad, A.R.4
  • 12
    • 0034665244 scopus 로고    scopus 로고
    • Maximizing synthetic efficiency: Multicomponent transformations lead the way
    • Bienayme, H.; Hulme, C; Oddon, G.; Schmidt, P. Maximizing synthetic efficiency: Multicomponent transformations lead the way. Chem. Eur. J. 2000, 6, 3321-3329.
    • (2000) Chem. Eur. J. , vol.6 , pp. 3321-3329
    • Bienayme, H.1    Hulme, C.2    Oddon, G.3    Schmidt, P.4
  • 13
    • 0042745386 scopus 로고    scopus 로고
    • Recent advances in solution-phase multicomponent methodology for the synthesis of heterocyclic compounds
    • Orru, R. V. A.; Greef, M. D. Recent advances in solution-phase multicomponent methodology for the synthesis of heterocyclic compounds. Synthesis 2003, 1471-1499.
    • (2003) Synthesis , pp. 1471-1499
    • Orru, R.V.A.1    Greef, M.D.2
  • 14
    • 29244484009 scopus 로고    scopus 로고
    • 2O supported on silica gel as a novel heterogeneous system catalyzed Biginelli reaction-One-pot synthesis of di-hydropyrimidinones under solvent-free conditions
    • 2O supported on silica gel as a novel heterogeneous system catalyzed Biginelli reaction-One-pot synthesis of di-hydropyrimidinones under solvent-free conditions. Appl. Catal. A: Gen. 2006, 300, 85-88.
    • (2006) Appl. Catal. A: Gen. , vol.300 , pp. 85-88
    • Azizian, J.1    Mohammadi, A.A.2    Karimi, A.R.3    Mohammadizadeh, M.R.4
  • 15
    • 33748572906 scopus 로고    scopus 로고
    • Silica sulfuric acid, a novel and heterogeneous catalyst for the synthesis of some new oxindole derivatives
    • Azizian, J.; Mohammadi, A. A.; Karimi, N.; Karimi, A. R.; Mohammadizadeh, M. R. Silica sulfuric acid, a novel and heterogeneous catalyst for the synthesis of some new oxindole derivatives. Catal. Commun. 2006, 7, 752-755.
    • (2006) Catal. Commun. , vol.7 , pp. 752-755
    • Azizian, J.1    Mohammadi, A.A.2    Karimi, N.3    Karimi, A.R.4    Mohammadizadeh, M.R.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.