A General Method for the Suzuki−Miyaura Cross-Coupling of Sterically Hindered Aryl Chlorides: Synthesis of Di- and Tri-ortho-substituted Biaryls in 2-Propanol at Room Temperature
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- 1 December 2003
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 125 (52) , 16194-16195
- https://doi.org/10.1021/ja038631r
Abstract
The catalytic formation of di- and trisubstituted ortho biaryl junctions has been achieved using a palladacylce pre-catalyst bearing a N-heterocyclic carbene ligand. This transformation is performed at room temperature in technical grade 2-propanol.Keywords
This publication has 16 references indexed in Scilit:
- Highly Enantioselective Diels–Alder Reaction of a Photochemically Generated o‐Quinodimethane with OlefinsAngewandte Chemie International Edition in English, 2003
- Unparalleled Rates for the Activation of Aryl Chlorides and Bromides: Coupling with Amines and Boronic Acids in Minutes at Room TemperatureAngewandte Chemie International Edition in English, 2002
- Palladium-Catalyzed Coupling Reactions of Aryl ChloridesAngewandte Chemie International Edition in English, 2002
- Room-Temperature Alkyl−Alkyl Suzuki Cross-Coupling of Alkyl Bromides that Possess β HydrogensJournal of the American Chemical Society, 2001
- Catalytic Dehalogenation of Aryl Halides Mediated by a Palladium/Imidazolium Salt SystemOrganometallics, 2001
- Oxime Palladacycles: Stable and Efficient Catalysts for Carbon−Carbon Coupling ReactionsOrganic Letters, 2000
- Versatile Catalysts for the Suzuki Cross-Coupling of Arylboronic Acids with Aryl and Vinyl Halides and Triflates under Mild ConditionsJournal of the American Chemical Society, 2000
- Multikilogram-Scale Synthesis of a Biphenyl Carboxylic Acid Derivative Using a Pd/C-Mediated Suzuki Coupling ApproachOrganic Process Research & Development, 1999
- Nucleophilic Carbenes: An Incredible RenaissanceAngewandte Chemie International Edition in English, 1996
- Conjugated poly(thiophenes): synthesis, functionalization, and applicationsChemical Reviews, 1992