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Volumn 13, Issue 24, 2011, Pages 6346-6349

Rh catalyzed c-h activation and oxidative olefination without chelate assistance: On the reactivity of bromoarenes

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EID: 84055178558     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol202557w     Document Type: Article
Times cited : (76)

References (75)
  • 4
    • 4644349037 scopus 로고    scopus 로고
    • de Meijere, A., Diederich, F., Eds.; Wiley-VCH: New York
    • For recent reviews on the Mizoroki-Heck reaction: Bräse, S.; de Meijere, A. In Metal-Catalyzed Cross-Coupling Reactions; de Meijere, A., Diederich, F., Eds.;Wiley-VCH: New York, 2004; p 217.
    • (2004) Metal-Catalyzed Cross-Coupling Reactions , pp. 217
    • Bräse, S.1    De Meijere, A.2
  • 64
    • 0034339977 scopus 로고    scopus 로고
    • For other pioneering examples of no-chelate assisted C-H oxidative olefinations, see: (a) Matsumoto, T.; Yoshida, H. Chem. Lett. 2000, 1064.
    • (2000) Chem. Lett. , pp. 1064
    • Matsumoto, T.1    Yoshida, H.2
  • 72
    • 0027411812 scopus 로고
    • The usage of bromobenzene as reoxidant in Rh catalysis was previously postulated; for example see: Barrett, A. G. M.; Itoh, T.; Wallace, E. M. Tetrahedron Lett. 1993, 34, 2233.
    • (1993) Tetrahedron Lett. , vol.34 , pp. 2233
    • Barrett, A.G.M.1    Itoh, T.2    Wallace, E.M.3
  • 74
    • 80052318722 scopus 로고    scopus 로고
    • During the preparation of this manuscript, an insightful report appeared describing the Pd catalyzed arylation on monosubstituted arenes: (a) Wang, X.; Leow, D.; Yu, J.-Q. J. Am. Chem. Soc. 2011, 133, 13864. In comparison with our work, their transformation is more regioselective (up to 99% para selectivity), but their kinetic isotopic data tend to indicate an electrophilic attack mechanism (kH/kD=1).Anearly work describing the carbonylation of arenes by Rh C-H activation reports a more related kH/kD = 3
    • (2011) J. Am. Chem. Soc. , pp. 13864
    • Wang, X.1    Leow, D.2    Yu, J.-Q.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.