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Volumn 11, Issue 21, 2009, Pages 4938-4941

Arylation of benzo-fused 1,4-quinones by the addition of boronic acids under dicationic Pd(II)-catalysis

Author keywords

[No Author keywords available]

Indexed keywords

BORONIC ACID DERIVATIVE; PALLADIUM; QUINONE DERIVATIVE;

EID: 70350676942     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol902084g     Document Type: Article
Times cited : (78)

References (48)
  • 14
    • 34249869518 scopus 로고    scopus 로고
    • (f) Mal, D.; Pahari, P. Chem. Rev. 2007, 107, 1892, and references cited therein.
    • (2007) Chem. Rev. , vol.107 , pp. 1892
    • Pahari, P.1
  • 27
    • 68949114992 scopus 로고    scopus 로고
    • Hall, D. G., Ed.; Wiley-VCH: Weinheim, Chapter 4
    • (b) Yoshida, K.; Hayashi, T. In Boronic Acids; Hall, D. G., Ed.; Wiley-VCH: Weinheim, 2005; Chapter 4, p 171.
    • (2005) Boronic Acids , pp. 171
    • Yoshida, K.1    Hayashi, T.2
  • 30
    • 34547163506 scopus 로고    scopus 로고
    • For the addition of arylboronic acids to quinone monoacetals see: (a) Tokunaga, N.; Hayashi, T. Adv. Synth. Catal. 2007, 349, 513.
    • (2007) Adv. Synth. Catal. , vol.349 , pp. 513
    • Tokunaga, N.1    Hayashi, T.2
  • 33
    • 70350650097 scopus 로고    scopus 로고
    • Low yields have been observed by the procedure reported in ref 12 for electron-poor or hindered aryltrifluoroborates. These reactions were carried out in butanone at 83 °C. No regiochemical aspects or the presence of free OH groups were considered in these studies
    • Low yields have been observed by the procedure reported in ref 12 for electron-poor or hindered aryltrifluoroborates. These reactions were carried out in butanone at 83 °C. No regiochemical aspects or the presence of free OH groups were considered in these studies.
  • 40
    • 0028135070 scopus 로고
    • The regiochemistry of 3ba-II was assigned by comparison of the NMR data with a sample independently synthesized by the Stille coupling of 2-bromo-5-hydroxy-l,4-naphthoquinone. See: Echavarren, A. M.; Tamayo, N.; Cárdenas, D. J. J. Org. Chem. 1994, 59, 6075. The regiochemistry of the remaining compounds have been assigned by comparison of their NMR data with those of 3ba-I and 3ba-II, and by chemical correlation between OH-free and OMe compounds. See also Supporting Information for further details.
    • (1994) J. Org. Chem. , vol.59 , pp. 6075
    • Echavarren, A.M.1    Tamayo, N.2
  • 45
    • 67649411655 scopus 로고    scopus 로고
    • For the influence of the coordination with Lewis acids, see for example: (a) Jiang, C.; Wang, S. Synlett 2009, 1099.
    • (2009) Synlett , vol.1099
    • Jiang, C.1    Wang, S.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.