ChemInform Abstract: A General Pd-Catalyzed Decarboxylative Cross-Coupling Reaction Between Aryl Carboxylic Acids: Synthesis of Biaryl Compounds.

ChemInform ◽  
2012 ◽  
Vol 43 (44) ◽  
pp. no-no
Author(s):  
Peng Hu ◽  
Yaping Shang ◽  
Weiping Su
Keyword(s):  
Carboxylic Acids ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction ◽  
Biaryl Compounds

scholarly journals One step synthesis of Diflunisal using a Pd-diamine complex

2009 ◽  
Vol 7 (4) ◽  
pp. 818-826 ◽  
Author(s):  
Tuula Kylmälä ◽  
Jan Tois ◽  
Youjun Xu ◽  
Robert Franzén
Keyword(s):  
Carboxylic Acids ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction ◽  
One Step ◽  
The One

AbstractDiflunisal and Felbinac, two FDA-approved NSAIDs and other biphenyl carboxylic acids were prepared in one step by a simple and clean Suzuki cross-coupling reaction using an easily synthesized, air and moisture stable, palladium-diamine complex. The yield (93%) for the one-step preparation of Diflunisal is the best reported without using a glovebox and a phoshine-based catalyst.

scholarly journals Unexpected Intermolecular Pd-Catalyzed Cross-Coupling Reaction Employing Heteroaromatic Carboxylic Acids as Coupling Partners.

ChemInform ◽  
2007 ◽  
Vol 38 (1) ◽  
Author(s):  
Pat Forgione ◽  
Marie-Christine Brochu ◽  
Miguel St-Onge ◽  
Kris H. Thesen ◽  
Murray D. Bailey ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction

Palladium-Catalyzed Decarboxylative Cross-Coupling Reaction Between Heteroaromatic Carboxylic Acids and Aryl Halides

2010 ◽  
Vol 75 (5) ◽  
pp. 1550-1560 ◽  
Author(s):  
François Bilodeau ◽  
Marie-Christine Brochu ◽  
Nicolas Guimond ◽  
Kris H. Thesen ◽  
Pat Forgione
Keyword(s):  
Carboxylic Acids ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed

Unexpected Intermolecular Pd-Catalyzed Cross-Coupling Reaction Employing Heteroaromatic Carboxylic Acids as Coupling Partners

2006 ◽  
Vol 128 (35) ◽  
pp. 11350-11351 ◽  
Author(s):  
Pat Forgione ◽  
Marie-Christine Brochu ◽  
Miguel St-Onge ◽  
Kris H. Thesen ◽  
Murray D. Bailey ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Cross Coupling Reaction

scholarly journals Asymmetric benzylic C(sp3)−H acylation via dual nickel and photoredox catalysis

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Leitao Huan ◽  
Xiaomin Shu ◽  
Weisai Zu ◽  
De Zhong ◽  
Haohua Huo
Keyword(s):  
Carboxylic Acids ◽  
Organic Synthesis ◽  
Late Stage ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Photoredox Catalysis ◽  
Mechanistic Studies ◽  
Cross Coupling Reaction ◽  
Aryl Ketones ◽  
Alkyl Benzenes

AbstractAsymmetric C(sp3)−H functionalization is a persistent challenge in organic synthesis. Here, we report an asymmetric benzylic C−H acylation of alkylarenes employing carboxylic acids as acyl surrogates for the synthesis of α-aryl ketones via nickel and photoredox dual catalysis. This mild yet straightforward protocol transforms a diverse array of feedstock carboxylic acids and simple alkyl benzenes into highly valuable α-aryl ketones with high enantioselectivities. The utility of this method is showcased in the gram-scale synthesis and late-stage modification of medicinally relevant molecules. Mechanistic studies suggest a photocatalytically generated bromine radical can perform benzylic C−H cleavage to activate alkylarenes as nucleophilic coupling partners which can then engage in a nickel-catalyzed asymmetric acyl cross-coupling reaction. This bromine-radical-mediated C−H activation strategy can be also applied to the enantioselective coupling of alkylarenes with chloroformate for the synthesis of chiral α-aryl esters.

Palladium-catalyzed Suzuki cross-couplings of N′-mesyl arylhydrazines via C–N bond cleavage

RSC Advances ◽  
2014 ◽  
Vol 4 (49) ◽  
pp. 25576-25579 ◽  
Author(s):  
He-Ping Zhou ◽  
Jin-Biao Liu ◽  
Jian-Jun Yuan ◽  
Yi-Yuan Peng
Keyword(s):  
Boronic Acid ◽  
Bond Cleavage ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Mild Conditions ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
High Yields ◽  
Aryl Boronic Acid ◽  
Biaryl Compounds

An efficient palladium-catalyzed Suzuki cross-coupling reaction of N′-mesyl arylhydrazine with aryl boronic acid is described, which affords the corresponding biaryl compounds in high yields. This transformation proceeds through C–N bond cleavage under mild conditions.

ChemInform Abstract: Palladium-Catalyzed Decarboxylative Cross-Coupling Reaction Between Heteroaromatic Carboxylic Acids and Aryl Halides.

ChemInform ◽  
2010 ◽  
Vol 41 (24) ◽  
pp. no-no
Author(s):  
Francois Bilodeau ◽  
Marie-Christine Brochu ◽  
Nicolas Guimond ◽  
Kris H. Thesen ◽  
Pat Forgione
Keyword(s):  
Carboxylic Acids ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Aryl Halides ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed

Copper-catalyzed oxidative coupling of arylboronic acids with aryl carboxylic acids: Cu3(BTC)2 MOF as a sustainable catalyst to access aryl esters

2018 ◽  
Vol 5 (15) ◽  
pp. 2322-2331 ◽  
Author(s):  
Nainamalai Devarajan ◽  
Palaniswamy Suresh
Keyword(s):  
Carboxylic Acids ◽  
Oxidative Coupling ◽  
Metal Organic Framework ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Arylboronic Acids ◽  
Cross Coupling Reaction ◽  
Metal Organic ◽  
Commercially Important ◽  
Organic Framework

A straightforward and sustainable methodology for the synthesis of commercially important aryl esters via a C–O cross-coupling reaction was demonstrated using the Cu3(BTC)2 metal–organic framework.

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