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Volumn , Issue 18, 2007, Pages 2801-2804

Mild and efficient coupling of diazo compounds with azaaromatic systems under solvent-free conditions

Author keywords

Azaaromatic compounds; Diazo compounds; Solvent free reactions

Indexed keywords

ESTER DERIVATIVE; ISOQUINOLINE DERIVATIVE; KETONE DERIVATIVE; QUINOLINE DERIVATIVE; SOLVENT;

EID: 36549011189     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-991066     Document Type: Article
Times cited : (12)

References (16)
  • 1
    • 84944031181 scopus 로고    scopus 로고
    • Pyridines and Their Benzo Derivatives: Application
    • Katrizky, A. P, Rees, V. W, Scriven, E. F, Eds, Pergamon: Oxford
    • Balasubramanian, M.; Keay, J. G. Pyridines and Their Benzo Derivatives: Application, In Comprehensive Heterocyclic Chemistry II, Vol. 5; Katrizky, A. P.; Rees, V. W.; Scriven, E. F., Eds.; Pergamon: Oxford, 1996, 245-300.
    • (1996) Comprehensive Heterocyclic Chemistry II , vol.5 , pp. 245-300
    • Balasubramanian, M.1    Keay, J.G.2
  • 2
    • 33745485017 scopus 로고
    • For a review, see
    • (a) For a review, see: Stout, D. M.; Meyers, A. I. Chem. Rev. 1982, 82, 223.
    • (1982) Chem. Rev , vol.82 , pp. 223
    • Stout, D.M.1    Meyers, A.I.2
  • 3
    • 84944058120 scopus 로고    scopus 로고
    • Pyridines and Their Benzo Derivatives: Reactivity at the Ring
    • Katrizky, A. P, Rees, V. W, Scriven, E. F, Eds, Pergamon: Oxford
    • (b) Comins, D. L.; Sajan, P. J. Pyridines and Their Benzo Derivatives: Reactivity at the Ring, In Comprehensive Heterocyclic Chemistry II, Vol. 5; Katrizky, A. P.; Rees, V. W.; Scriven, E. F., Eds.; Pergamon: Oxford, 1996, 37.
    • (1996) Comprehensive Heterocyclic Chemistry II , vol.5 , pp. 37
    • Comins, D.L.1    Sajan, P.J.2
  • 16
    • 36549031956 scopus 로고    scopus 로고
    • General Procedure: Diazoketones (1.2 mmol) and N-acylquinolinium ion (1 mmol, generated in situ from quinoline (1 mmol) and ethyl chloroformate (1.2 mmol, were mixed and the resulting mixture was stirred at r.t. for the appropriate time (Table 1, After complete conversion as indicated by TLC, the reaction mixture was diluted with H2O (10 mL) and extracted with CH2Cl2 (2 x 15 mL, The combined extracts were dried over anhyd Na2SO4, and concentrated in vacuo. The resulting product was purified by column chromatography on silica gel (Merck, 100-200 mesh; EtOAc-hexane, 2:8) to afford the pure products. Spectroscopic data for selected compounds are as follows: Ethyl 1-(1-Diazo-2-ethoxy-2-oxoethyl)-3-methyl-1,2-dihydro-2-isoquinolinecarboxylate (3f, yellow viscous liquid. IR (KBr, 2925, 2853, 2070, 1716, 1642, 1456, 1374, 1307, 1242, 1176, 1117, 1065, 1007, 878, 813, 759 cm-1. 1H NMR 200 M
    • 3NaBr: 448.0272; found: 448.0284.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.