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Volumn 129, Issue 40, 2007, Pages 12072-12073

Elements of regiocontrol in palladium-catalyzed oxidative arene cross-coupling

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE DERIVATIVE; INDOLE; PALLADIUM; POLYCYCLIC AROMATIC HYDROCARBON; PYRROLE;

EID: 35048815950     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0745862     Document Type: Article
Times cited : (549)

References (32)
  • 10
    • 33750438087 scopus 로고    scopus 로고
    • For recent examples of oxidative arene homocoupling, see: a, and refs therein
    • For recent examples of oxidative arene homocoupling, see: (a) Hull, K. L.; Lanni, E. L.; Sanford, M. S. J. Am. Chem. Soc. 2006, 128, 14047 and refs therein.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 14047
    • Hull, K.L.1    Lanni, E.L.2    Sanford, M.S.3
  • 13
    • 0038676302 scopus 로고    scopus 로고
    • With other catalysts: (d) Li, X, Hewgley, J. B, Mulrooney, C. A, Yang, J, Kozlowski, M. C. J. Org. Chem. 2003, 68, 5500 and refs therein
    • With other catalysts: (d) Li, X.; Hewgley, J. B.; Mulrooney, C. A.; Yang, J.; Kozlowski, M. C. J. Org. Chem. 2003, 68, 5500 and refs therein.
  • 14
    • 37049096194 scopus 로고
    • For lead examples dealing with oxidative cross-coupling and stoichiometric Pd, see: a
    • For lead examples dealing with oxidative cross-coupling and stoichiometric Pd, see: (a) Itahara, T. J. Chem. Soc., Chem. Commun. 1981, 254.
    • (1981) J. Chem. Soc., Chem. Commun , pp. 254
    • Itahara, T.1
  • 16
    • 34249936878 scopus 로고    scopus 로고
    • For recent Pd-catalyzed reactions, see: a
    • For recent Pd-catalyzed reactions, see: (a) Stuart, D. R.; Fagnou, K. Science 2007, 317, 1172.
    • (2007) Science , vol.317 , pp. 1172
    • Stuart, D.R.1    Fagnou, K.2
  • 21
    • 18844405201 scopus 로고    scopus 로고
    • For examples where substrate or solvent modification can result in a dramatic change in selectivity, see: (a) Grimster, N. P, Gauntlett, C, Godfrey, C. R. A, Gaunt, M. J. Angew. Chem, Int. Ed. 2005, 44, 3125
    • For examples where substrate or solvent modification can result in a dramatic change in selectivity, see: (a) Grimster, N. P.; Gauntlett, C.; Godfrey, C. R. A.; Gaunt, M. J. Angew. Chem., Int. Ed. 2005, 44, 3125.
  • 22
    • 33644658464 scopus 로고    scopus 로고
    • Beck, E. M.; Grimster, N. P.; Hatley, R.; Gaunt, M. J. J. Am. Chem. Soc. 2006, 128, 2528. See also ref 2e.
    • (b) Beck, E. M.; Grimster, N. P.; Hatley, R.; Gaunt, M. J. J. Am. Chem. Soc. 2006, 128, 2528. See also ref 2e.
  • 23
    • 30744445455 scopus 로고    scopus 로고
    • For illustrative recent examples employing metal oxidants, see: a
    • For illustrative recent examples employing metal oxidants, see: (a) Chen, X.; Li, J.-J.; Hao, X.-S.; Goodhue, C. E.; Yu, J.-Q. J. Am. Chem. Soc. 2006, 128, 78.
    • (2006) J. Am. Chem. Soc , vol.128 , pp. 78
    • Chen, X.1    Li, J.-J.2    Hao, X.-S.3    Goodhue, C.E.4    Yu, J.-Q.5
  • 26
    • 0037460172 scopus 로고    scopus 로고
    • Pei, T.; Wang, X.; Widenhoefer, R. A. J. Am. Chem. Soc. 2003, 125, 648. See also refs 8a,b and 4c.
    • (d) Pei, T.; Wang, X.; Widenhoefer, R. A. J. Am. Chem. Soc. 2003, 125, 648. See also refs 8a,b and 4c.
  • 27
    • 35048868909 scopus 로고    scopus 로고
    • A previous report describes stoichiometric Pd(OAc)2 giving a 22% yield of the C2 isomer. In our hands, these conditions give 50-100% conversion and a C3/C2 ratio of 1.5:1. See ref 5a
    • 2 giving a 22% yield of the C2 isomer. In our hands, these conditions give 50-100% conversion and a C3/C2 ratio of 1.5:1. See ref 5a.
  • 28
    • 35048844454 scopus 로고    scopus 로고
    • For a stoichiometric precedent with similar substrates, see ref 5b
    • For a stoichiometric precedent with similar substrates, see ref 5b.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.