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Volumn 38, Issue 18, 1997, Pages 3159-3162

Preparation of N-benzylsulfonamido-1,2-dihydroisoquinolines and their reaction with Raney nickel. A mild, new synthesis of isoquinolines

Author keywords

[No Author keywords available]

Indexed keywords

ISOQUINOLINE DERIVATIVE;

EID: 0030999272     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00567-4     Document Type: Article
Times cited : (19)

References (28)
  • 11
    • 0028788660 scopus 로고
    • (c) Ponzo, V. L.; Kaufman, T. Tetrahedron Lett., 1995, 36, 9105-9108. For a review, see Pizey, J. S. Synthetic Reagents, Vol. 2, Wiley, N.Y. 1974, pp. 175-311.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 9105-9108
    • Ponzo, V.L.1    Kaufman, T.2
  • 12
    • 0028788660 scopus 로고
    • Wiley, N.Y.
    • (c) Ponzo, V. L.; Kaufman, T. Tetrahedron Lett., 1995, 36, 9105-9108. For a review, see Pizey, J. S. Synthetic Reagents, Vol. 2, Wiley, N.Y. 1974, pp. 175-311.
    • (1974) Synthetic Reagents , vol.2 , pp. 175-311
    • Pizey, J.S.1
  • 18
    • 0013282191 scopus 로고
    • and 1e was synthesized by addition of PhMgBr to veratraldehyde
    • Compounds 1a-c are commercially available. Alcohols 1d and 1f were obtained by an ultrasound catalyzed Barbier reaction; see: Luche, J. L.; Damiano, J. C. J. Am. Chem. Soc., 1980, 102, 7926-7927 and 1e was synthesized by addition of PhMgBr to veratraldehyde.
    • (1980) J. Am. Chem. Soc. , vol.102 , pp. 7926-7927
    • Luche, J.L.1    Damiano, J.C.2
  • 19
    • 0026683271 scopus 로고
    • 13C NMR) were in complete agreement with those previously published, see Rahman, A.-U; Malik, S.; Zaman, K. J. Nat. Prod. 1992, 55, 676-678.
    • (1992) J. Nat. Prod. , vol.55 , pp. 676-678
    • Rahman, A.-U.1    Malik, S.2    Zaman, K.3
  • 22
    • 33947473986 scopus 로고
    • and references cited therein
    • The desulfurization of sulfonamides with Raney nickel has been studied, see for instance Pettit, G. R.; Kadunce, R. E. J. Org. Chem., 1962, 27, 4566-4570, and references cited therein.
    • (1962) J. Org. Chem. , vol.27 , pp. 4566-4570
    • Pettit, G.R.1    Kadunce, R.E.2
  • 25
    • 0021945173 scopus 로고
    • Compounds 4a, 4b and 4c are ubiquitous natural products, found together in Pachycereus weberi ; see Roush, R. A.; Cooks, R. G.; Sweetana, S. A.; McLaughlin, J. L. Anal. Chem., 1985, 57, 109-114; for their use as synthetic starting materials, see for example Boger, D. L.; Takahashi, K. J. Am. Chem. Soc., 1995, 117, 12452-12459; for the isolation of 4f, see Franca, N. C.; Giesbrech, A. M.; Gottlieb, O. R.; Magalhaes, A. F.; Maia, J. G. S. Phytochemistry, 1975, 14, 1671-1672.
    • (1985) Anal. Chem. , vol.57 , pp. 109-114
    • Roush, R.A.1    Cooks, R.G.2    Sweetana, S.A.3    McLaughlin, J.L.4
  • 26
    • 0029551075 scopus 로고
    • Compounds 4a, 4b and 4c are ubiquitous natural products, found together in Pachycereus weberi ; see Roush, R. A.; Cooks, R. G.; Sweetana, S. A.; McLaughlin, J. L. Anal. Chem., 1985, 57, 109-114; for their use as synthetic starting materials, see for example Boger, D. L.; Takahashi, K. J. Am. Chem. Soc., 1995, 117, 12452-12459; for the isolation of 4f, see Franca, N. C.; Giesbrech, A. M.; Gottlieb, O. R.; Magalhaes, A. F.; Maia, J. G. S. Phytochemistry, 1975, 14, 1671-1672.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 12452-12459
    • Boger, D.L.1    Takahashi, K.2
  • 27
    • 0001075811 scopus 로고
    • Compounds 4a, 4b and 4c are ubiquitous natural products, found together in Pachycereus weberi ; see Roush, R. A.; Cooks, R. G.; Sweetana, S. A.; McLaughlin, J. L. Anal. Chem., 1985, 57, 109-114; for their use as synthetic starting materials, see for example Boger, D. L.; Takahashi, K. J. Am. Chem. Soc., 1995, 117, 12452-12459; for the isolation of 4f, see Franca, N. C.; Giesbrech, A. M.; Gottlieb, O. R.; Magalhaes, A. F.; Maia, J. G. S. Phytochemistry, 1975, 14, 1671-1672.
    • (1975) Phytochemistry , vol.14 , pp. 1671-1672
    • Franca, N.C.1    Giesbrech, A.M.2    Gottlieb, O.R.3    Magalhaes, A.F.4    Maia, J.G.S.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.