Low catalyst loading ligand-free palladium-catalyzed direct arylation of furans: an economically and environmentally attractive access to 5-arylfurans

  title={Low catalyst loading ligand-free palladium-catalyzed direct arylation of furans: an economically and environmentally attractive access to 5-arylfurans},
  author={Jia Jia Dong and Julien Roger and Franc Po{\vz}gan and Henri Doucet},
  journal={Green Chemistry},
The direct 5-arylation of furans at very low catalyst loading using Pd(OAc)2 as catalyst without added ligand proceed in high yields. Turnover numbers up to 10000 have been obtained for the coupling of several activated aryl bromides. A wide range of functions on the furan or aryl bromide is tolerated. 
75 Citations
Phosphine-free palladium-catalyzed direct arylation of imidazo[1,2-a]pyridines with aryl bromides at low catalyst loading.
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Solvent-free palladium-catalyzed direct arylation of heteroaromatics with aryl bromides.
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The palladium-catalyzed direct 3-arylation of benzofurans provides a cost-effective and environmentally attractive route for the preparation of 3-arylbenzofuran derivatives. The reactions were
Catalytic System for Inhibition of Amination-Type Reaction and Palladium-Catalysed Direct Arylation using Non-Protected Pyrazole Derivatives
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Phosphine-Free Palladium Catalytic System for the Selective Direct Arylation of Furans or Thiophenes bearing Alkenes and Inhibition of Heck-Type Reaction
Palladium acetate associated to potassium carbonate as catalytic system has been found to efficiently catalyse the direct 5-arylation of furans or thiophenes bearing enal, enone or acrylate functions
N‐Heterocyclic Carbenes: Useful Ligands for the Palladium‐Catalysed Direct C5 Arylation of Heteroaromatics with Aryl Bromides or Electron‐Deficient Aryl Chlorides
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Ligand-free palladium-catalyzed direct arylation of thiazoles at low catalyst loadings.
Ligand-free Pd(OAc)2 was found to catalyze very efficiently the direct arylation of thiazole derivatives under very low catalyst concentration. By using activated aryl bromides, the reaction can be
Palladium-Catalyzed Direct Arylation of Furans via C−H Functionalization at Low Catalyst Loadings
A system combining the tetraphosphine cis,cis,cis-1,2,3,4-tetrakis((diphenylphosphino)methyl)cyclopentane (Tedicyp) and [Pd(C3H5)Cl]2 was found to promote the direct arylation of furans via C−H
Palladium‐Catalyzed Direct Arylations of 1,2,3‐Triazoles with Aryl Chlorides using Conventional Heating
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Palladium-catalyzed arylation of electron-rich heterocycles with aryl chlorides.
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Regioselective palladium-catalyzed arylation of 2-furaldehyde.
An efficient regioselective method for the direct arylation of 2-furaldehyde to provide a range of pi-diverse 5-aryl-2-formylfuran derivatives is described. The method employs functionalized aryl
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Establishment of broadly applicable reaction conditions for the palladium-catalyzed direct arylation of heteroatom-containing aromatic compounds.
Conditions for the palladium-catalyzed direct arylation of a wide range of heterocycles with aryl bromides are reported. Those conditions employ a stoichiometric ratio of both coupling partners, as
Ligand-less palladium-catalyzed direct 5-arylation of thiophenes at low catalyst loadings
Ligand-less Pd(OAc)2 provides a very efficient catalyst for the direct 5-arylation of thiophene derivatives. With this catalyst, a low palladium concentration (0.1–0.001 mol%) should be employed in
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Direct arylation reactions catalyzed by Pd(OH)2/C: evidence for a soluble palladium catalyst.
[reactions: see text] Palladium hydroxide on carbon (Pearlman's catalyst) effectively catalyzes direct arylation reactions of aryl iodides and bromides, providing excellent