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

Synthesis, characterization andin vitro antitumour activity of di-n-butyltin(;iv) derivatives of some aromatic carboxylic acids, including aspirin

1991 ◽  
Vol 5 (3) ◽  
pp. 195-201 ◽  
Author(s):  
Abdelkader Meriem ◽  
Rudolph Willem ◽  
Monique Biesemans ◽  
Bernard Mahieu ◽  
Dick de Vos ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Antitumour Activity ◽  
Aromatic Carboxylic Acids ◽  
Derivatives Of

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.

Chemical Syntheses and Properties of Hydroxycinnamoyl- Coenzyme A Derivatives

1975 ◽  
Vol 30 (5-6) ◽  
pp. 352-358 ◽  
Author(s):  
J. Stöekigt ◽  
M. H. Zenk
Keyword(s):  
Coenzyme A ◽  
Uv Spectra ◽  
Cinnamic Acids ◽  
Extinction Coefficients ◽  
Chromatographic Behaviour ◽  
Thiol Esters ◽  
Hydroxysuccinimide Esters ◽  
Derivatives Of ◽  
Molar Extinction Coefficients

Abstract Coenzyme A Thiol Esters, Cinnamic Acids Acyl-CoA derivatives of several hydroxylated cinnamic acids have been synthesized in 30 to 50% yield via a. acyl phenyl thiol esters, b. acyl N-hydroxysuccinimide esters, and c. glucocinnamoyl derivatives. Properties of the intermediates have been determined. The cinnamyol-CoA thiol esters were characterized by their chromatographic behaviour and UV spectra. The molar extinction coefficients of these important intermediates in plant phenylpropane metabolism have been unequivocally determined. Recently published values13 for the molar extinction coefficients of these derivatives are incorrect; the methodological reason for this error has been established.

Cyclization of acetylenic derivatives of aromatic carboxylic acids

1992 ◽  
Vol 41 (9) ◽  
pp. 1672-1679 ◽  
Author(s):  
I. D. Ivanchikova ◽  
G. �. Usubalieva ◽  
P. V. Schastnev ◽  
A. A. Moroz ◽  
M. S. Shvartsberg
Keyword(s):  
Carboxylic Acids ◽  
Aromatic Carboxylic Acids ◽  
Derivatives Of

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.

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