• Title/Summary/Keyword: Pd-catalyzed

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Activation of Aromatic Carbon-Hydrogen Bonds by Palladium Trifluoroacetate Complexes (Pd(CF3CO2)2 착화합물 촉매에 의한 방향족 탄소-수소 결합의 활성화 반응)

  • Hwang, Yeong-Ae;Kim, Dong-Hwan;Baek, Du-Jong
    • Journal of the Korean Chemical Society
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    • v.50 no.5
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    • pp.369-373
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    • 2006
  • Arylation reactions of styrene catalyzed by Pd(CF3CO2)2-sulfides and Pd(CF3CO2)2-phosphines were investigated. The yield of trans-stilbene, the main product, increased as the basicity of the substituents on the aryl groups of the phosphines increased and the steric hindrance of the substituents decreased. The mechanism of the aryl migration of arylphosphines to styrene is proposed to involve the electrophilic attack of Pd to the phenyl group on the phosphines. The phosphine systems were found to be more effective than the sulfide ones.

Palladium-Catalyzed Cross-Coupling Reaction and Gold-Catalyzed Cyclization for Preparation of Ethyl 2-Aryl 2,3-Alkadienoates and α-Aryl γ-Butenolides

  • Mo, Jun-Tae;Hwang, Hoon;Lee, Phil-Ho
    • Bulletin of the Korean Chemical Society
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    • v.32 no.spc8
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    • pp.2911-2915
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    • 2011
  • Efficient synthetic method for the preparation of ethyl 2-aryl-2,3-alkadienoates through Pd-catalyzed selective allenyl cross-coupling reactions of aryl iodides with organoindiums generated in situ from indium and ethyl 4-bromo-2-alkynoate was developed. The cyclization reaction of ethyl 2-aryl-2,3-alkadienoates catalyzed by $AuCl_3$ and AgOTf in the presence of AcOH or TfOH produced various ${\alpha}$-aryl ${\gamma}$-butenolides or ${\gamma}$-substituted ${\alpha}$-aryl ${\gamma}$-butenolides.

Functionalization of Organotrifluoroborates via Cu-Catalyzed C-N Coupling Reaction

  • Lee, Jung-Hyun;Kim, Heejin;Kim, Taejung;Song, Jung Ho;Kim, Won-Suk;Ham, Jungyeob
    • Bulletin of the Korean Chemical Society
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    • v.34 no.1
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    • pp.42-48
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    • 2013
  • Potassium N-heterobiaryltrifluoroborates were successfully prepared via a selective Cu-catalyzed C-N coupling reaction. The $BF_3K$ moiety was well tolerated under the reaction conditions involving CuI and dimethyl-ethylenediamine (DMEDA) in the presence of DMSO. The Pd-catalyzed Suzuki-Miyaura cross couplings of potassium N-heterobiaryltrifluoroborates with bromoarenes were studied to prepare the N-heterotriaryl compounds. Moreover, homocoupling, iodination, and hydroxylation of potassium N-heterobiaryltrifluoroborates provided the corresponding products in high yields.