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Volumn 2, Issue 3, 2000, Pages 307-310

Aryl radical cyclizations of 1-(2′-bromobenzyl)isoquinolines with AIBN-Bu3SnH: Formation of aporphines and indolo[2,1-a]isoquinolines

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EID: 0000161221     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol990360v     Document Type: Article
Times cited : (78)

References (77)
  • 45
    • 0032543733 scopus 로고    scopus 로고
    • For reports of intramolecular aryl radical additions onto CN and CO double bonds since 1997, see: (a) McClure, C. K.; Kiessling, A. J.; Link J. S. Tetrahedron 1998, 54, 7121-7126.
    • (1998) Tetrahedron , vol.54 , pp. 7121-7126
    • McClure, C.K.1    Kiessling, A.J.2    Link, J.S.3
  • 47
    • 0040637853 scopus 로고
    • For reports of intramolecular aryl-aryl couplings by photolysis related to this study, see: (a) Kupchan, S. M.; Kanojia, R. M. Tetrahedron Lett. 1966, 44, 5553-5556.
    • (1966) Tetrahedron Lett. , vol.44 , pp. 5553-5556
    • Kupchan, S.M.1    Kanojia, R.M.2
  • 68
    • 0025337717 scopus 로고
    • A radical addition to azo nitrogen has been reported for only one example of 5-endo aryl radical cyclization, see: Kunka, C. P.; Warkentin, J. Can. J. Chem. 1990, 68, 575-580.
    • (1990) Can. J. Chem. , vol.68 , pp. 575-580
    • Kunka, C.P.1    Warkentin, J.2
  • 72
    • 77957029013 scopus 로고
    • Brossi, A., Ed.; Academic Press: Orlando
    • (c) Kametani, T.; Honda, T. In The Alkaloids; Brossi, A., Ed.; Academic Press: Orlando, 1985; Vol. 24, pp 153-251.
    • (1985) The Alkaloids , vol.24 , pp. 153-251
    • Kametani, T.1    Honda, T.2
  • 74
    • 77957028607 scopus 로고
    • Brossi, A., Ed.; Academic Press: Orlando
    • For a review of the dibenzopyrrocoline alkaloids, see: Eliott, I. W. In The Alkaloids; Brossi, A., Ed.; Academic Press: Orlando, 1987; Vol. 31, pp 101-116.
    • (1987) The Alkaloids , vol.31 , pp. 101-116
    • Eliott, I.W.1
  • 75
    • 85088003663 scopus 로고    scopus 로고
    • note
    • +, 100], 278 (12), 262 (5).
  • 76
    • 85088004915 scopus 로고    scopus 로고
    • note
    • 3) δ 2.27-2.77 (m, 2H), 3.65-3.72 (m, 1H), 3.76 (s, 3H), 3.87 (s, 3H), 4.03-4.13 (m, 1H), 6.21 (d, J = 2.3 Hz, 1H), 6.67 (s, 1H), 6.79 (s, 1H), 7.07-7.20 (m, 3H), 7.56-7.60 (m, 1H).
  • 77
    • 0040637867 scopus 로고    scopus 로고
    • note
    • This is also proved by the fact that the photoinduced cyclization, which has no hydride reagent, of a bromide similar to 4 was unsuccessful. See ref 8i.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.