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Volumn 64, Issue 18, 1999, Pages 6911-6914

Addition of Grignard reagents to quinolinium salts: Evidence for a unique redox reaction between a 1,4- and a 1,2-dihydroquinoline

Author keywords

[No Author keywords available]

Indexed keywords

DIHYDROQUINOLINE DERIVATIVE; QUINOLINE DERIVATIVE; REAGENT;

EID: 0032886811     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo990586b     Document Type: Note
Times cited : (20)

References (37)
  • 27
    • 0008108169 scopus 로고
    • Report of an indirect method to prepare 4-alkylquinolines from quinoline by the alkylation of 1-ethoxycarbonyl-1,2-dihydroquinoline-2-phosphonate has been brought to our attention by one of the reviewers. Akiba, K.-y.; Kasai, T.; Wada, M. Tetrahedron Lett. 1982, 23, 1709-1712.
    • (1982) Tetrahedron Lett. , vol.23 , pp. 1709-1712
    • Akiba, K.-Y.1    Kasai, T.2    Wada, M.3
  • 28
    • 0013356319 scopus 로고
    • For example, the steric influence of the peri-hydrogen (8-position) has been suggested to explain the comparative instability of the borate complex derived from dialkylboryltriflate and lepidine. Hamana, H.; Sugasawa, T. Chem. Lett. 1984, 1591-1594.
    • (1984) Chem. Lett. , pp. 1591-1594
    • Hamana, H.1    Sugasawa, T.2
  • 31
    • 0345490554 scopus 로고    scopus 로고
    • note
    • 5)ethyl bromide by standard methods.
  • 32
    • 0007843502 scopus 로고
    • Mass spectral fragmentation patterns clearly show that deuterium incorporation is on the ethyl group on the hydroaromatic system of 1,2,3,4-tetrahydroquinoline. For mass spectra of tetrahydroquinolines, see: Draper, P. M.; MacLean, D. B. Can. J. Chem. 1968, 46, 1499-1505.
    • (1968) Can. J. Chem. , vol.46 , pp. 1499-1505
    • Draper, P.M.1    MacLean, D.B.2
  • 36
    • 0344196605 scopus 로고    scopus 로고
    • note
    • 2O at 0°C. See the Supporting Information for experimental details or ref 18 for an alternate method.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.