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Volumn 56, Issue 11, 2000, Pages 1469-1473

A new efficient route to (±)-physostigmine and (±)-physovenine by means of 5-exo selective aryl radical cyclization of o-bromo-N- acryloylanilides

Author keywords

Anilides; Cyclization; Indolines indolinones; Radicals and radical reactions

Indexed keywords

ANILIDE; PHYSOSTIGMINE; PHYSOVENINE; RADICAL;

EID: 0034629065     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(00)00051-X     Document Type: Article
Times cited : (34)

References (40)
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    • See also Refs. 5b, 5e and 5f
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    • (1988) Heterocycles , vol.27 , pp. 1709
    • Yu, Q.-S.1    Brossi, A.2
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    • Jones, K.; Thompson, M.; Wright, C. J. Chem. Soc., Chem. Commun. 1986, 115; Clark, A. J.; Jones, K. Tetrahedron Lett. 1989, 30, 5485; Jones, K.; Storey, J. M. D. J. Chem. Soc., Chem. Commun. 1992, 1766; Jones, K.; Wilkinson, J.; Ewin, R. Tetrahedron Lett. 1994, 35, 7673; Cossy, J.; Cases, M.; Pardo, D. G. Tetrahedron Lett. 1998, 39, 2331; Jones, K.; Brunton, S. A.; Gosain, R. Tetrahedron Lett. 1999, 40, 8935.
    • (1986) J. Chem. Soc., Chem. Commun. , pp. 115
    • Jones, K.1    Thompson, M.2    Wright, C.3
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    • Jones, K.; Thompson, M.; Wright, C. J. Chem. Soc., Chem. Commun. 1986, 115; Clark, A. J.; Jones, K. Tetrahedron Lett. 1989, 30, 5485; Jones, K.; Storey, J. M. D. J. Chem. Soc., Chem. Commun. 1992, 1766; Jones, K.; Wilkinson, J.; Ewin, R. Tetrahedron Lett. 1994, 35, 7673; Cossy, J.; Cases, M.; Pardo, D. G. Tetrahedron Lett. 1998, 39, 2331; Jones, K.; Brunton, S. A.; Gosain, R. Tetrahedron Lett. 1999, 40, 8935.
    • (1989) Tetrahedron Lett. , vol.30 , pp. 5485
    • Clark, A.J.1    Jones, K.2
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    • Jones, K.; Thompson, M.; Wright, C. J. Chem. Soc., Chem. Commun. 1986, 115; Clark, A. J.; Jones, K. Tetrahedron Lett. 1989, 30, 5485; Jones, K.; Storey, J. M. D. J. Chem. Soc., Chem. Commun. 1992, 1766; Jones, K.; Wilkinson, J.; Ewin, R. Tetrahedron Lett. 1994, 35, 7673; Cossy, J.; Cases, M.; Pardo, D. G. Tetrahedron Lett. 1998, 39, 2331; Jones, K.; Brunton, S. A.; Gosain, R. Tetrahedron Lett. 1999, 40, 8935.
    • (1992) J. Chem. Soc., Chem. Commun. , pp. 1766
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    • Jones, K.; Thompson, M.; Wright, C. J. Chem. Soc., Chem. Commun. 1986, 115; Clark, A. J.; Jones, K. Tetrahedron Lett. 1989, 30, 5485; Jones, K.; Storey, J. M. D. J. Chem. Soc., Chem. Commun. 1992, 1766; Jones, K.; Wilkinson, J.; Ewin, R. Tetrahedron Lett. 1994, 35, 7673; Cossy, J.; Cases, M.; Pardo, D. G. Tetrahedron Lett. 1998, 39, 2331; Jones, K.; Brunton, S. A.; Gosain, R. Tetrahedron Lett. 1999, 40, 8935.
    • (1994) Tetrahedron Lett. , vol.35 , pp. 7673
    • Jones, K.1    Wilkinson, J.2    Ewin, R.3
  • 20
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    • Jones, K.; Thompson, M.; Wright, C. J. Chem. Soc., Chem. Commun. 1986, 115; Clark, A. J.; Jones, K. Tetrahedron Lett. 1989, 30, 5485; Jones, K.; Storey, J. M. D. J. Chem. Soc., Chem. Commun. 1992, 1766; Jones, K.; Wilkinson, J.; Ewin, R. Tetrahedron Lett. 1994, 35, 7673; Cossy, J.; Cases, M.; Pardo, D. G. Tetrahedron Lett. 1998, 39, 2331; Jones, K.; Brunton, S. A.; Gosain, R. Tetrahedron Lett. 1999, 40, 8935.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 2331
    • Cossy, J.1    Cases, M.2    Pardo, D.G.3
  • 21
    • 0033544771 scopus 로고    scopus 로고
    • Jones, K.; Thompson, M.; Wright, C. J. Chem. Soc., Chem. Commun. 1986, 115; Clark, A. J.; Jones, K. Tetrahedron Lett. 1989, 30, 5485; Jones, K.; Storey, J. M. D. J. Chem. Soc., Chem. Commun. 1992, 1766; Jones, K.; Wilkinson, J.; Ewin, R. Tetrahedron Lett. 1994, 35, 7673; Cossy, J.; Cases, M.; Pardo, D. G. Tetrahedron Lett. 1998, 39, 2331; Jones, K.; Brunton, S. A.; Gosain, R. Tetrahedron Lett. 1999, 40, 8935.
    • (1999) Tetrahedron Lett. , vol.40 , pp. 8935
    • Jones, K.1    Brunton, S.A.2    Gosain, R.3
  • 24
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    • 12 The product II was converted into IV, the intermediate for the synthesis of physovenine (2) (Scheme 5)
    • 12 The product II was converted into IV, the intermediate for the synthesis of physovenine (2) (Scheme 5).
  • 39
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    • For total syntheses of (-)-physovenine, see Refs. 14c and 14j
    • For total syntheses of (-)-physovenine, see Refs. 14c and 14j.
  • 40
    • 0343311702 scopus 로고    scopus 로고
    • For total syntheses of (±)-physovenine, see Refs. 13 and 15b
    • For total syntheses of (±)-physovenine, see Refs. 13 and 15b.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.