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Volumn 73, Issue 17, 2008, Pages 6793-6799

Selective ortho methylation of nitroheteroaryls by vicarious nucleophilic substitution

Author keywords

[No Author keywords available]

Indexed keywords

ARSENIC COMPOUNDS;

EID: 51549119914     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo801131z     Document Type: Article
Times cited : (17)

References (35)
  • 13
    • 51549110079 scopus 로고    scopus 로고
    • 5-Nitroisoquinoline (3) is readily available ($350/kg).
    • 5-Nitroisoquinoline (3) is readily available ($350/kg).
  • 15
    • 51549096856 scopus 로고    scopus 로고
    • The minor para isomer 4 was not isolated.
    • The minor para isomer 4 was not isolated.
  • 16
    • 0028043761 scopus 로고
    • For addition of ethyl magnesium bromide to 4-nitroindole see
    • For addition of ethyl magnesium bromide to 4-nitroindole see: Quick, J.; Saha, B. Tetrahedron Lett. 1994, 35, 8553.
    • (1994) Tetrahedron Lett , vol.35 , pp. 8553
    • Quick, J.1    Saha, B.2
  • 26
    • 51549121920 scopus 로고    scopus 로고
    • A sequential approach has been reported previously, but the authors specifically mention that a one-pot process failed for their product of interest (1,2,5-trichloro-3-methyl-4-nitro-benzene). See: Bull, D. J.; Fray, J.; Mackenny, M. C.; Malloy, K. A. Synlett 1996, 647.
    • A sequential approach has been reported previously, but the authors specifically mention that a one-pot process failed for their product of interest (1,2,5-trichloro-3-methyl-4-nitro-benzene). See: Bull, D. J.; Fray, J.; Mackenny, M. C.; Malloy, K. A. Synlett 1996, 647.
  • 27
    • 51549105002 scopus 로고    scopus 로고
    • The yield for this step ranged from 76% to 84, depending on the efficiency of the crystallization
    • The yield for this step ranged from 76% to 84%, depending on the efficiency of the crystallization.
  • 28
    • 51549108227 scopus 로고    scopus 로고
    • The reaction temperature for the VNS step had to be optimized for some of the substrates. For optimized individual conditions refer to the Experimental Section
    • The reaction temperature for the VNS step had to be optimized for some of the substrates. For optimized individual conditions refer to the Experimental Section.
  • 34
    • 51549121472 scopus 로고    scopus 로고
    • 1H HMR.
    • 1H HMR.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.