Pd(O2CCF3)2/Benzoquinone: A Versatile Catalyst System for the Decarboxylative Olefination of Arene Carboxylic Acids

2009 ◽  
Vol 11 (11) ◽  
pp. 2341-2344 ◽  
Author(s):  
Peng Hu ◽  
Jian Kan ◽  
Weiping Su ◽  
Maochun Hong
Keyword(s):  
Carboxylic Acids ◽  
Catalyst System

scholarly journals Flow carbonylation of sterically hindered ortho-substituted iodoarenes

2016 ◽  
Vol 12 ◽  
pp. 1503-1511 ◽  
Author(s):  
Carl J Mallia ◽  
Gary C Walter ◽  
Ian R Baxendale
Keyword(s):  
Carbon Monoxide ◽  
Carboxylic Acids ◽  
Flow Reactor ◽  
Catalyst System ◽  
Palladium Acetate ◽  
Tube Flow ◽  
Flow Synthesis ◽  
Elevated Pressures ◽  
Sterically Hindered

The flow synthesis of ortho-substituted carboxylic acids, using carbon monoxide gas, has been studied for a number of substrates. The optimised conditions make use of a simple catalyst system compromising of triphenylphosphine as the ligand and palladium acetate as the pre-catalyst. Carbon monoxide was introduced via a reverse “tube-in-tube” flow reactor at elevated pressures to give yields of carboxylated products that are much higher than those obtained under normal batch conditions.

Synthesis of Benzo-Fused Cyclic Compounds via Rhodium-Catalyzed Decarboxylative Coupling of Aromatic Carboxylic Acids with Alkynes

Synthesis ◽  
2021 ◽  
Author(s):  
Tetsuya Satoh ◽  
Yasuhito Inai ◽  
Yoshinosuke Usuki
Keyword(s):  
Carboxylic Acids ◽  
Catalyst System ◽  
Benzoic Acids ◽  
Naphthalene Derivatives ◽  
Aromatic Carboxylic Acids ◽  
Internal Alkynes ◽  
Decarboxylative Coupling ◽  
Substituted Benzoic Acids ◽  
Cyclic Compounds

AbstractThe decarboxylative coupling of diversely substituted benzoic acids with internal alkynes proceeds smoothly in the presence of a [RhCl(cod)]2/1,2,3,4-tetraphenyl-1,3-cyclopentadiene catalyst system to selectively produce highly substituted naphthalene derivatives. The catalyst system is applicable to constructing anthracene and benzo­[c]thiophene frameworks through reactions of naphthoic and thiophene-2-carboxylic acids, respectively.

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