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Volumn 69, Issue 16, 2004, Pages 5212-5218

Dioxygen-promoted regioselective oxidative Heck arylations of electron-rich olefins with arylboronic acids

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSTS; OXYGEN; PALLADIUM; POSITIVE IONS; PRESSURE EFFECTS; REACTION KINETICS;

EID: 3543019095     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo049434t     Document Type: Article
Times cited : (162)

References (40)
  • 2
    • 0000629440 scopus 로고    scopus 로고
    • Liebeskind, L. S., Ed.; JAI Press: Greenwich, CT
    • Jeffery, T. In Advances in Metal-Organic Chemistry; Liebeskind, L. S., Ed.; JAI Press: Greenwich, CT, 1996; Vol. 5, pp 153-260.
    • (1996) Advances in Metal-Organic Chemistry , vol.5 , pp. 153-260
    • Jeffery, T.1
  • 5
    • 0013319804 scopus 로고    scopus 로고
    • Scope, mechanism, other fundamental aspects of the intermolecular heck reaction
    • Negishi, E.-i., Ed.; Wiley & Sons Inc.: New York
    • Larhed, M.; Hallberg, A.; Scope, Mechanism, and Other Fundamental Aspects of the Intermolecular Heck Reaction. In Handbook of Organopalladium Chemistry for Organic Synthesis; Negishi, E.-i., Ed.; Wiley & Sons Inc.: New York, 2002; Vol. 1, pp 1133-1178.
    • (2002) Handbook of Organopalladium Chemistry for Organic Synthesis , vol.1 , pp. 1133-1178
    • Larhed, M.1    Hallberg, A.2
  • 28
    • 3543015894 scopus 로고    scopus 로고
    • note
    • The isolation of 4f,h,i instead of enamides 8f,h,i were performed because of difficulties in separating 8f,h,i from the corresponding terminal isomers using flash chromatography. The internally arylated enamides 8f,h,i could, however, be easily purified up to ∼90% purity without hydrolysis. Heck product 8b probably underwent direct hydrolysis due to the high reaction temperature (80 °C).
  • 39
    • 3542991823 scopus 로고    scopus 로고
    • note
    • A charge of +0.16 au was calculated for 4-CN-substituted complex A. However, as noted in the Results, the very low yield of arylated product for this and other electron-poor arylboronic acids prevented the reliable evaluation of the regioselectivity.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.