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Volumn 47, Issue 25, 2008, Pages 4711-4714

Palladium-catalyzed tandem heck reaction/C-H functionalization - Preparation of spiro-indane-oxindoles

Author keywords

C H activation; Heck reaction; Oxindoles; Palladium

Indexed keywords

CHEMICAL REACTIONS;

EID: 48849112022     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200800549     Document Type: Article
Times cited : (172)

References (53)
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    • Academic Press, London, UK
    • R. J. Sudberg, Indoles, Vol. 17, Academic Press, London, UK, 1996, pp. 152-154.
    • (1996) Indoles , vol.17 , pp. 152-154
    • Sudberg, R.J.1
  • 20
    • 53349094242 scopus 로고    scopus 로고
    • Y. Donde, L. E. Overman in Catalytic Asymmetric Synthesis, 2nd ed. (Ed.: I. Ojima), Wiley, New York, 2000, chap. 8G;
    • e) Y. Donde, L. E. Overman in Catalytic Asymmetric Synthesis, 2nd ed. (Ed.: I. Ojima), Wiley, New York, 2000, chap. 8G;
  • 37
    • 36749003741 scopus 로고    scopus 로고
    • For a recent report on intramolecular alkane activation, see
    • For a recent report on intramolecular alkane activation, see: M. Lafrance, S. I. Gorelsky, K. Fagnou, J. Am. Chem. Soc. 2007, 129, 14570.
    • (2007) J. Am. Chem. Soc , vol.129 , pp. 14570
    • Lafrance, M.1    Gorelsky, S.I.2    Fagnou, K.3
  • 38
    • 53349087012 scopus 로고    scopus 로고
    • Even under optimized conditions, 3-5% of reductive Heck product was observed. The identity of this product was confirmed by an independent synthesis.
    • Even under optimized conditions, 3-5% of reductive Heck product was observed. The identity of this product was confirmed by an independent synthesis.
  • 39
    • 53349094243 scopus 로고    scopus 로고
    • 2 or 4-CN groups were unstable to the basic conditions at 110°C.
    • 2 or 4-CN groups were unstable to the basic conditions at 110°C.
  • 40
    • 36749003741 scopus 로고    scopus 로고
    • For a recent report on intramolecular alkane activation, see
    • For a recent report on intramolecular alkane activation, see: M. Lafrance, S. I. Gorelsky, K. Fagnou, J. Am. Chem. Soc. 2007, 129, 14570.
    • (2007) J. Am. Chem. Soc , vol.129 , pp. 14570
    • Lafrance, M.1    Gorelsky, S.I.2    Fagnou, K.3
  • 43
    • 0038637020 scopus 로고    scopus 로고
    • Palladium-catalyzed C-C bond cleavage is known: a S. Matsumura, Y. Maeda, T. Nishimura, S. Uemura, J. Am. Chem. Soc. 2003, 125, 8862;
    • Palladium-catalyzed C-C bond cleavage is known: a) S. Matsumura, Y. Maeda, T. Nishimura, S. Uemura, J. Am. Chem. Soc. 2003, 125, 8862;
  • 50
    • 53349157501 scopus 로고    scopus 로고
    • Reaction conditions were identical to those employed for the Heck/C-H functionalization sequence, except for the addition of five equivalents of ammonium formate. See the Supporting Information for more details
    • Reaction conditions were identical to those employed for the Heck/C-H functionalization sequence, except for the addition of five equivalents of ammonium formate. See the Supporting Information for more details.
  • 51
    • 35948942033 scopus 로고    scopus 로고
    • Olefin stereochemistry has been shown to be important in asymmetric Heck reactions: a) reference [18b]; b A. B. Machotta, B. F. Straub, M. Oestreich, J. Am. Chem. Soc. 2007, 129, 13455.
    • Olefin stereochemistry has been shown to be important in asymmetric Heck reactions: a) reference [18b]; b) A. B. Machotta, B. F. Straub, M. Oestreich, J. Am. Chem. Soc. 2007, 129, 13455.
  • 52
    • 36649010182 scopus 로고    scopus 로고
    • Few asymmetric reductive Heck reactions are known: a A. Minatti, X. Zheng, S. L. Buchwald, J. Org. Chem. 2007, 72, 9253;
    • Few asymmetric reductive Heck reactions are known: a) A. Minatti, X. Zheng, S. L. Buchwald, J. Org. Chem. 2007, 72, 9253;


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.