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Volumn 10, Issue 6, 2008, Pages 1163-1166

A new route to indolines by the cu-catalyzed cyclization reaction of 2-ethynylanilines with sulfonyl azides

Author keywords

[No Author keywords available]

Indexed keywords

ANILINE; ANILINE DERIVATIVE; AZIDE; COPPER;

EID: 44649180782     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol800049b     Document Type: Article
Times cited : (102)

References (44)
  • 1
    • 58149148782 scopus 로고
    • Cordell, G. A, Saxton, J. E, Shmma, M, Eds, Chapman and Hall: New York
    • Southon, I. W.; Buchingham, D. J. In Dictionary of Alkaoids; Cordell, G. A., Saxton, J. E., Shmma, M., Eds.; Chapman and Hall: New York, 1989.
    • (1989) In Dictionary of Alkaoids
    • Southon, I.W.1    Buchingham, D.J.2
  • 7
    • 15044344246 scopus 로고    scopus 로고
    • For selected recent examples, see
    • (a) For selected recent examples, see: Poondra, R. R.; Tumer, N. J. Org. Lett. 2005, 7, 863-866.
    • (2005) Org. Lett , vol.7 , pp. 863-866
    • Poondra, R.R.1    Tumer, N.J.2
  • 21
    • 58149155377 scopus 로고    scopus 로고
    • When 4- (N-benzylamino)-1-butyne was employed as a substrate, the reaction did not proceed and we could not observe desired product. In addition, the reaction of N-methy1-2-[ (trimethylsilyl)ethynyl]aniline, as one representative internal alkynyl substrate, did not take place.
    • When 4- (N-benzylamino)-1-butyne was employed as a substrate, the reaction did not proceed and we could not observe desired product. In addition, the reaction of N-methy1-2-[ (trimethylsilyl)ethynyl]aniline, as one representative internal alkynyl substrate, did not take place.
  • 22
    • 58149169561 scopus 로고    scopus 로고
    • Whereas reactions of 1, 3- or 1, 4-aminoalkynes were postulated to proceed through the catalytic hydroamination route (Ref 6), those of 2-ethynylanilines are proposed here to form triazoles first followed by ring-opening process.
    • Whereas reactions of 1, 3- or 1, 4-aminoalkynes were postulated to proceed through the catalytic hydroamination route (Ref 6), those of 2-ethynylanilines are proposed here to form triazoles first followed by ring-opening process.
  • 26
    • 34247244185 scopus 로고    scopus 로고
    • Hyatt, J. L.; Moak, T.; Hatfield, M. J.; Tsurkan, L.; Edwards, C. C.; Wierdl, M.; Danks, M. K.; Wadkins, R. M.; Potter, P. M. J. Med. Chem. 2007, 50, 1876-1885.
    • (a) Hyatt, J. L.; Moak, T.; Hatfield, M. J.; Tsurkan, L.; Edwards, C. C.; Wierdl, M.; Danks, M. K.; Wadkins, R. M.; Potter, P. M. J. Med. Chem. 2007, 50, 1876-1885.
  • 39
    • 0018351671 scopus 로고    scopus 로고
    • Daisley, Roy W.; Walker, J. Eur. J. Med. Chem. 1979, 47-52.
    • (a) Daisley, Roy W.; Walker, J. Eur. J. Med. Chem. 1979, 47-52.
  • 44
    • 77957037558 scopus 로고
    • Oxindole Alkaloids
    • Manske, R. H. F, Ed, Academic Press: New York
    • (c) Bindra, J.S. Oxindole Alkaloids. In Alkaloid Chemistry and Physiology; Manske, R. H. F., Ed.; Academic Press: New York, 1973; Vol. 14, pp 83-121.
    • (1973) Alkaloid Chemistry and Physiology , vol.14 , pp. 83-121
    • Bindra, J.S.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.