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Volumn 74, Issue 8, 2009, Pages 3186-3188

One-pot o-nitrobenzenesulfonylhydrazide (NBSH) formation-diimide alkene reduction protocol

Author keywords

[No Author keywords available]

Indexed keywords

CHEMO SELECTIVITIES; COMMERCIAL REAGENTS; DIIMIDE; ONE POTS; ONE-POT PROTOCOLS; REDUCTION SYSTEMS;

EID: 65249183324     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo900237y     Document Type: Article
Times cited : (40)

References (27)
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    • For a review of 2-aryl propionic acids and their synthesis, see: Rieu, J.-P.; Boucherle, A.; Cousse, H.; Mouzin, G. Tetrahedron 1986, 42, 4095.
    • (1986) Tetrahedron , vol.42 , pp. 4095
    • Rieu, J.-P.1    Boucherle, A.2    Cousse, H.3    Mouzin, G.4
  • 3
    • 65249175505 scopus 로고    scopus 로고
    • For discussions concerning the preventative treatment of Alzheimer's disease using NSAIDs, see:
    • For discussions concerning the preventative treatment of Alzheimer's disease using NSAIDs, see:
  • 6
    • 33947087643 scopus 로고    scopus 로고
    • For examples of 2-aryl acrylate ester hydrogenation, see: Dumont, W, Poulin, J. C, Dang Tuan, P, Kagan, H. B. J. Am. Chem. Soc. 1973, 95, 8295
    • For examples of 2-aryl acrylate ester hydrogenation, see: Dumont, W.; Poulin, J. C.; Dang Tuan, P.; Kagan, H. B. J. Am. Chem. Soc. 1973, 95, 8295.
  • 8
    • 0001974818 scopus 로고
    • For a review of diimide as a hydrogenation reagent, see:, John Wiley & Sons: Hoboken, NJ
    • For a review of diimide as a hydrogenation reagent, see: Pasto, D. J.; Taylor, R. T. In Organic Reactions; John Wiley & Sons: Hoboken, NJ, 1991; Vol. 40, p 91.
    • (1991) Organic Reactions , vol.40 , pp. 91
    • Pasto, D.J.1    Taylor, R.T.2
  • 10
    • 57449101056 scopus 로고    scopus 로고
    • For a discussion of the potential synthetic issues of heterogenous hydrogenation, see
    • For a discussion of the potential synthetic issues of heterogenous hydrogenation, see: Smit, C; Fraaije, M. W.; Minnaard, A. J. J. Org. Chem. 2008, 73, 9482.
    • (2008) J. Org. Chem , vol.73 , pp. 9482
    • Smit, C.1    Fraaije, M.W.2    Minnaard, A.J.3
  • 12
    • 0037118313 scopus 로고    scopus 로고
    • For the first use of NBSH in diimide-mediated alkene hydrogenations, see
    • For the first use of NBSH in diimide-mediated alkene hydrogenations, see: Haukaas, M. H.; O'Doherty, G. A. Org. Lett. 2002, 4, 1771.
    • (2002) Org. Lett , vol.4 , pp. 1771
    • Haukaas, M.H.1    O'Doherty, G.A.2
  • 14
    • 27144445246 scopus 로고    scopus 로고
    • For a flavin-catalyzed generation of diimide, see: Imada, Y. Iida, H. Naota, T. J. Am. Chem. Soc. 2005, 127, 14544. See also ref 8.
    • For a flavin-catalyzed generation of diimide, see: Imada, Y. Iida, H. Naota, T. J. Am. Chem. Soc. 2005, 127, 14544. See also ref 8.
  • 18
    • 52649124890 scopus 로고    scopus 로고
    • For recent examples of NBSH-mediated alkene and alkyne hydrogenation, see: a
    • For recent examples of NBSH-mediated alkene and alkyne hydrogenation, see: (a) Fuwa, H.; Goto, T.; Sasaki, M. Org. Lett. 2008, 10, 2211.
    • (2008) Org. Lett , vol.10 , pp. 2211
    • Fuwa, H.1    Goto, T.2    Sasaki, M.3
  • 26
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    • 1H NMR and melting point analysis suggested the decomposition of NBSH in our hands. It has been reported that 5a is stable for 2 months at -20 °C; see ref 14
    • 1H NMR and melting point analysis suggested the decomposition of NBSH in our hands. It has been reported that 5a is stable for 2 months at -20 °C; see ref 14.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.