Application of Organolithium and Related Reagents in Synthesis. Part 28. Synthesis Strategies Based on Aromatic Metalation: A Conversion of Benzoic Acids into Arylthiomethyl Aromatic Carboxylic Acids.

ChemInform ◽  
2003 ◽  
Vol 34 (33) ◽  
Author(s):  
Adam Bieniek ◽  
Jan Epsztajin ◽  
Mieczyslaw W. Plotka
Keyword(s):  
Carboxylic Acids ◽  
Benzoic Acids ◽  
Aromatic Carboxylic Acids

Oxidative C-H Acyloxylation of Acetone with Carboxylic Acids under Iodine Catalysis

Synthesis ◽  
2020 ◽  
Author(s):  
Xiao-Yu Zhou ◽  
Xia Chen
Keyword(s):  
Carboxylic Acids ◽  
Sodium Chlorite ◽  
Benzoic Acids ◽  
Aromatic Carboxylic Acids ◽  
Substituted Benzoic Acids

Iodine catalyzed oxidative C(sp3)-H acyloxylation of acetone with carboxylic acids has been developed. The method employs an iodide as catalyst and sodium chlorite as oxidant. Substituted benzoic acids, naphthoic acids and hetero-aromatic carboxylic acids can be used, and 2-oxopropyl carboxylates are obtained with good to excellent yields.

Synthesis of perbromobenzoic acids and perbromobenzenes from aromatic carboxylic acids by permercuration and bromodemercuration

1977 ◽  
Vol 30 (2) ◽  
pp. 293 ◽  
Author(s):  
GB Deacon ◽  
GJ Farquharson
Keyword(s):  
Thermal Decomposition ◽  
Carboxylic Acids ◽  
Carboxyl Group ◽  
Benzoic Acids ◽  
Similar Treatment ◽  
Aromatic Carboxylic Acids ◽  
Effect Of Substituents

Permercuration of the benzoic acids XC6H4CO2H (X = o-Me, F, Cl, or Br; m- Me, F, Cl, Br, CF3, NO2 or OMe; or p-Me, F, Cl, Br, CF3 or NO2) and 2,6- X2C6H3CO2H (X = Me, Cl, or Br) with molten mercuric trifluoroacetate at c. 180-245° followed by bromodemercuration gave the corresponding perbromobenzoic acids XC6Br4CO2H or 2,6-X2C6Br3CO2H, together with the corresponding perbromobenzenes C6Br5X or m-X2C6Br4 which were formed owing to decarboxylation under permercuration conditions. Similar treatment of the acids XC6H4CO2H (X = o-NO2, CF3, or OMe; or p-OMe) and 2,6-F2C6H3CO2H gave only the appropriate perbromobenzenes. Possible mechanisms for permercuration induced decarboxylation are proposed on the basis of the effect of substituents on yields of perbromobenzoic acids and perbromobenzenes. Decarboxylation occurs more widely under permercuration conditions than on pyrolysis of mercuric carboxylates. Regiospecific mercuration meta to the carboxyl group and not decarboxylation occurred on thermal decomposition of mercuric p-methoxybenzoate.

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.

Rhodium-catalyzed regiospecific C–H ortho-phenylation of benzoic acids with Cu/air as an oxidant

2017 ◽  
Vol 4 (3) ◽  
pp. 417-420 ◽  
Author(s):  
Shiguang Li ◽  
Guo-Jun Deng ◽  
Feifei Yin ◽  
Chao-Jun Li ◽  
Hang Gong
Keyword(s):  
Carboxylic Acids ◽  
Synthetic Approach ◽  
Benzoic Acids ◽  
Aromatic Carboxylic Acids

An efficient and practical synthetic approach for the regiospecific C–H ortho-phenylation of aromatic carboxylic acids in the absence of silver.

Synthesis and Characterisation of Acyl Coenzyme A Derivatives of Aromatic Carboxylic Acids

1974 ◽  
Vol 29 (9-10) ◽  
pp. 469-474 ◽  
Author(s):  
N Johns
Keyword(s):  
Carboxylic Acids ◽  
Potential Application ◽  
Benzoic Acids ◽  
Extinction Coefficients ◽  
Aromatic Carboxylic Acids ◽  
Uv Absorption Spectra ◽  
Thiol Esters ◽  
Gel Permeation ◽  
Acyl Coenzyme A ◽  
Derivatives Of

Abstract Acyl CoA derivatives of a number of cinnamic and benzoic acids have been synthesised via the appropriate acyl phenyl thiol esters. The reaction has potential application in the preparation of acyl CoA derivatives of radiolabelled aromatic carboxylic acids. UV absorption spectra have been determined for the CoA thiol esters following their purification by gel permeation chromato­ graphy. By comparison of the extinction in the the hydroxamate assay of Lipman and Tuttle, extinction coefficients for the series

Intercalated Organo-Bentonite as Efficient Biosorbent for Aromatic Carboxylic Acids from Wastewater

2021 ◽  
pp. 116443
Author(s):  
N. Bensid ◽  
R. Zerdoum ◽  
Z. Hattab ◽  
Y. Boutaleb ◽  
M. Bououdina
Keyword(s):  
Carboxylic Acids ◽  
Aromatic Carboxylic Acids

ChemInform Abstract: “Ligand-Free” Palladium-Catalyzed Direct C-H Bond Oxidative Acyloxylation of 2-Arylpyridines with Aromatic Carboxylic Acids.

ChemInform ◽  
2012 ◽  
Vol 43 (35) ◽  
pp. no-no
Author(s):  
Chao-Jun Hu ◽  
Xiao-Hong Zhang ◽  
Qiu-Ping Ding ◽  
Ting Lv ◽  
Shao-Peng Ge ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Aromatic Carboxylic Acids ◽  
Ligand Free ◽  
Palladium Catalyzed
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