Synthesis of β-Boryl-α,β-unsaturated Carbonyl Compounds via Palladium-Catalyzed Cross-Coupling Reaction of Bis(pinacolato)diboron with Vinyl Triflates

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概要

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• Cross-coupling reaction of bis(pinacolato)diboron with β-(trifluoromethanesulfonyloxy)-α,β-unsaturated carbonyl compounds was carried out in the presence of PdCl2(PPh3)2-2PPh3 (3 mol%) and KOPh in toluene or K2CO3 in dioxane for the synthesis of cyclic and acyclic β-boryl-α,β-unsaturated esters, amides, and ketones in high yields.

• Georg Thieme Verlagの論文

著者

• TAKAGI Jun

  Division of Chemical Process Engineering, Graduate School of Engineering, Hokkaido University

• ISHIYAMA Tatsuo

  Division of Chemical Process Engineering, Graduate School of Engineering, Hokkaido University

• Takagi Jun

  Division Of Chemical Process Engineering Graduate School Of Engineering Hokkaido University

• Ishiyama T

  Hiroshima Univ. Higashi‐hiroshima

• Ishiyama Tatsuo

  Division Of Molecular Chemistry Graduate School Of Engineering Hokkaido University

• Ishiyama Takeshi

  Department Of Chemistry Graduate School Of Science Hiroshima University

• Ishiyama Tatsuo

  Division Of Chemical Process Engineering Graduate School Of Engineering Hokkaido University

関連論文

• Ortho-C-H borylation of benzoate esters with bis(pinacolato)diboron catalyzed by iridium-phosphine complexes
• Iridium-catalyzed Vinylic C-H Borylation of Cyclic Vinyl Ethers by Bis(pinacolato)diboron
• A borylcopper species generated from bis(pinacolato)diboron and its additions to α,β-unsaturated carbonyl compounds and terminal alkynes
• Addition and Coupling Reactions of Bis(pinacolate)diboron Mediated by CuCl in the Presence of Potassium Acetate
• Synthesis of 1-Alkenylboronic Esters via Palladium-Catalyzed Cross-Coupling Reaction of Bis(pinacolato)diboron with 1-Alkenyl Halides and Triflates
• A Synthesis of(E)-(1-Organo-1-alkenyl)boronates by the Palladium-Catalyzed Cross-Coupling Reaction of(E)-1, 2-Bis(boryl)-1-alkenes with Organic Halides : A Formal Carboboration of Alkynes via the Diboration-Coupling Sequence
• Fulminant and Relentless Cutaneous Necrosis with Excruciating Pain Caused by Calciphylaxis Developing in a Patient Undergoing Peritoneal Dialysis
• Synthesis of β-Boryl-α,β-unsaturated Carbonyl Compounds via Palladium-Catalyzed Cross-Coupling Reaction of Bis(pinacolato)diboron with Vinyl Triflates
• Palladium-Catalyzed Benzylic C-H Borylation of Alkylbenzenes with Bis (pinacolato) diboron or Pinacolborane
• Formation of Novel Phosphide Dichloride Zr Complex from Trichloride Zr Complex with a Secondary Phosphine-pendant Cyclopentadienyl Ligand : Structure of [{η^5-C_5H_4(CH_2)_2PMes-κP}ZrCl_2(N-methylimidazole)_2] (Mes=2, 4, 6-Trimethylphenyl)
• Nucleophilic Borylation of Benzyl Halides with Bis(pinacolato)diboron Catalyzed by Palladium(0) Complexes
• Synthesis of pinacol arylboronates via cross-coupling reaction of bis(pinacolato)diboron with chloroarenes catalyzed by palladium(0)-tricyclohexylphosphine complexes
• Phosphorus Ylide Migration from Fe to a Phosphenium Phosphorus
• A Sequence of Palladium-Catalyzed Borylation of Allyl Acetates with Bis(pinacolato)diboron and Intramolecular Allylboration for the Cyclization of Oxo-2-alkenyl Acetates
• Iridium-catalyzed ortho-C-H Borylation of Aryl Ketones with Bis(pinacolato)diboron

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