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Pd(OH)2/C (Pearlman's Catalyst): A Highly Active Catalyst for Fukuyama, Sonogashira, and Suzuki Coupling Reactions
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Section:Abstract
Treatment of thiol esters 1 with zinc reagent 2 in the presence of a small amount (<ca. 1 mol %) of nonpyrophoric Pd(OH)2/C (Pearlman's catalyst) provided functionalized asymmetrical ketones 3 in high yields. The use of Pd(OH)2/C was further applied to Sonogashira and Suzuki coupling reactions to afford the desired products in high yields.
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This article has been cited by 8 ACS Journal articles (5 most recent appear below).
The Sonogashira Reaction: A Booming Methodology in Synthetic Organic Chemistry
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Rafael Chinchilla and Carmen NájeraChemical Reviews2007 107 (3), 874-922
Carbon−Carbon Coupling Reactions Catalyzed by Heterogeneous Palladium Catalysts
Lunxiang Yin and Jürgen LiebscherChemical Reviews2007 107 (1), 133-173Carbon−Carbon Coupling Reactions Catalyzed by Heterogeneous Palladium Catalysts
Lunxiang Yin and Jürgen LiebscherChemical Reviews2007 107 (1), 133-173
Phosphine-Free Palladium Acetate Catalyzed Suzuki Reaction in Water
Leifang Liu, Yuhong Zhang, and Yanguang WangThe Journal of Organic Chemistry2005 70 (15), 6122-6125Phosphine-Free Palladium Acetate Catalyzed Suzuki Reaction in Water
Leifang Liu, Yuhong Zhang, and Yanguang WangThe Journal of Organic Chemistry2005 70 (15), 6122-6125Pd(OAc)2 in a mixture of water and poly(ethylene glycol) (PEG) is shown to be an extremely active catalyst for the Suzuki reaction of aryl iodides and bromides. The reaction can be conducted under mild conditions (50 °C) without the use of a microwave or ...
Synthesis of Isocoumarins via Pd/C-Mediated Reactions of o-Iodobenzoic Acid with Terminal Alkynes
Venkataraman Subramanian, Venkateswara Rao Batchu, Deepak Barange, and Manojit PalThe Journal of Organic Chemistry2005 70 (12), 4778-4783Synthesis of Isocoumarins via Pd/C-Mediated Reactions of o-Iodobenzoic Acid with Terminal Alkynes
Venkataraman Subramanian, Venkateswara Rao Batchu, Deepak Barange, and Manojit PalThe Journal of Organic Chemistry2005 70 (12), 4778-4783The coupling reaction of o-iodobenzoic acid with terminal alkynes by using a catalyst system of 10% Pd/C−Et3N−CuI−PPh3 has been studied in a variety of solvents. 3-Substituted isocoumarins were formed in good yields and with good regioselectivity when the ...
Suzuki Coupling of Aryl Chlorides with Phenylboronic Acid in Water, Using Microwave Heating with Simultaneous Cooling
Riina K. Arvela and Nicholas E. LeadbeaterOrganic Letters2005 7 (11), 2101-2104Suzuki Coupling of Aryl Chlorides with Phenylboronic Acid in Water, Using Microwave Heating with Simultaneous Cooling
Riina K. Arvela and Nicholas E. LeadbeaterOrganic Letters2005 7 (11), 2101-2104We present here a methodology for the Suzuki coupling of aryl chlorides with phenylboronic acid using Pd/C as a catalyst, water as a solvent, and microwave heating. We show that simultaneous cooling in conjunction with microwave heating prolongs the ...
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History
- Published In Issue February 21, 2003
- Received October 5, 2002
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