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Volumn 10, Issue 14, 2008, Pages 3089-3092

Electrophile-induced dearomatizing spirocyclization of N- arylisonicotinamides: A route to spirocyclic piperidines

Author keywords

[No Author keywords available]

Indexed keywords

ISONICOTINAMIDE; NICOTINAMIDE; PIPERIDINE DERIVATIVE; SPIRO COMPOUND;

EID: 52049096215     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol801092s     Document Type: Article
Times cited : (43)

References (54)
  • 37
    • 0019812154 scopus 로고    scopus 로고
    • For early examples of intramolecular trapping of N-alkyl pyridinium salts, see: Weller, D. D.; Luellen, G. R. Tetrahedron Lett. 1981, 22, 4381.
    • For early examples of intramolecular trapping of N-alkyl pyridinium salts, see: Weller, D. D.; Luellen, G. R. Tetrahedron Lett. 1981, 22, 4381.
  • 46
    • 24044516515 scopus 로고    scopus 로고
    • Dearomatizing cyclization onto unactivated heteroaromatic rings has been reported: see (for cyclization onto pyridines): Clayden, J.; Hamilton, S. D.; Mohammed, R. T. Org. Lett. 2005, 7, 3673.
    • Dearomatizing cyclization onto unactivated heteroaromatic rings has been reported: see (for cyclization onto pyridines): Clayden, J.; Hamilton, S. D.; Mohammed, R. T. Org. Lett. 2005, 7, 3673.
  • 47
    • 1342332891 scopus 로고    scopus 로고
    • (cyclization onto pyrroles): Clayden, J.; Turnbull, R.; Pinto, I. Org. Lett. 2004, 6, 609.
    • (cyclization onto pyrroles): Clayden, J.; Turnbull, R.; Pinto, I. Org. Lett. 2004, 6, 609.
  • 48
    • 9444275481 scopus 로고    scopus 로고
    • (cyclization onto thiophenes): Clayden, J.; Turnbull, R.; Helliwell, M.; Pinto, I. Chem. Commun. 2004, 2430.
    • (cyclization onto thiophenes): Clayden, J.; Turnbull, R.; Helliwell, M.; Pinto, I. Chem. Commun. 2004, 2430.
  • 51
    • 59949095351 scopus 로고    scopus 로고
    • Although pyridine gave an excellent yield of 2b, we found 2,6-lutidine to be generally more applicable to less reactive substrates
    • Although pyridine gave an excellent yield of 2b, we found 2,6-lutidine to be generally more applicable to less reactive substrates.
  • 52
    • 59949089089 scopus 로고    scopus 로고
    • X-ray crystal data for 2b have been deposited with the Cambridge Crystallographic Data Centre, deposition nno. 676939.
    • X-ray crystal data for 2b have been deposited with the Cambridge Crystallographic Data Centre, deposition nno. 676939.
  • 53
    • 27744514399 scopus 로고    scopus 로고
    • H-cubeTM manufactured by ThalesNano. See
    • H-cubeTM manufactured by ThalesNano. See: Desai, B.; Kappe, O. J. Comb. Chem. 2005, 7, 641.
    • (2005) J. Comb. Chem , vol.7 , pp. 641
    • Desai, B.1    Kappe, O.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.