scholarly journals Formamide catalyzed activation of carboxylic acids – versatile and cost-efficient amidation and esterification

2019 ◽  
Vol 10 (31) ◽  
pp. 7399-7406 ◽  
Author(s):  
Peter H. Huy ◽  
Christelle Mbouhom
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Bond Formation ◽  
Acid Chlorides ◽  
Cost Efficient

Formamide catalysis enables highly cost-efficient amide C–N and ester C–O bond formation through carboxylic acid chlorides as essential intermediates.

ChemInform Abstract: A New Synthesis of β,γ-Alkenyl Carboxylic Acids from α,β-Alkenyl Carboxylic Acid Chlorides and α,β-Alkenyl Aldehydes with One-Carbon Elongation.

ChemInform ◽  
2010 ◽  
Vol 33 (12) ◽  
pp. no-no
Author(s):  
Tsuyoshi Satoh ◽  
Akira Nakamura ◽  
Atsuko Iriuchijima ◽  
Yasumasa Hayashi ◽  
Ko-ichi Kubota
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Acid Chlorides ◽  
New Synthesis

Organocatalytic Electrochemical C–H Lactonization of Aromatic Carboxylic Acids

Synthesis ◽  
2018 ◽  
Vol 50 (15) ◽  
pp. 2924-2929 ◽  
Author(s):  
Sanzhong Luo ◽  
Longji Li ◽  
Qi Yang ◽  
Zongbin Jia
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Glassy Carbon ◽  
Bond Formation ◽  
Carbon Electrodes ◽  
Glassy Carbon Electrodes ◽  
Aromatic Carboxylic Acids ◽  
Radical Substitution ◽  
Carboxyl Radical ◽  
Oxygen Bond

An electrochemical strategy has been developed for radical arene carbon–oxygen bond formation. This reaction utilizes DDQ as a redox mediator, with inexpensive glassy carbon electrodes to facilitate an intramolecular lactonization of biphenyl-2-carboxylic acid derivatives via aromatic carboxyl radical substitution to give 6H-benzo[c]chromen-6-ones.

scholarly journals Synthesis and Screening of Substituted Thiadiazoles Against Gleophyllum Straitum

2004 ◽  
Vol 1 (3) ◽  
pp. 184-188
Author(s):  
M. G. H. Zaidi ◽  
Seema Zaidi ◽  
I. P. Pandey
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Wood Preservation ◽  
Acid Chlorides

Cyclocondensation of a series of substituted phenoxy methylene carboxylic acids with thiosemoicarbazides afforded 2-Amino-5-Aryloxy Methylene –1,3,4 Thiadiazoles (Ia-Ie). The later were subsequently condensed with different phenoxymethylene carboxylic acid chlorides into 2- Aryloxy Methyleneamido-5-Aryloxy Methylene–1,3,4-Thiadiazoloyl Amides. The wood preservation efficiency of the both class of compounds was evaluated against a wood rotting fungusGleophyllum Straitumat different concentrations using food poison technique. In general phenoxy derivatives have shown more control over the growth ofGleophyllum Straitumthan their corresponding aminothiadiazoles at 500 ppm. The chlorophenoxy-substituted thiadiazoles among all have shown more activity then others againstGleophyllum Straitum.

A new synthesis of β,γ-alkenyl carboxylic acids from α,β-alkenyl carboxylic acid chlorides and α,β-alkenyl aldehydes with one-carbon elongation

Tetrahedron ◽  
2001 ◽  
Vol 57 (48) ◽  
pp. 9689-9696 ◽  
Author(s):  
Tsuyoshi Satoh ◽  
Akira Nakamura ◽  
Atsuko Iriuchijima ◽  
Yasumasa Hayashi ◽  
Ko-ichi Kubota
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Acid Chlorides ◽  
New Synthesis

Reactions of Some Pyrazole-3-Carboxylic Acids and Carboxylic Acid Chlorides with Various O- and N- Nucleophiles

2013 ◽  
Vol 10 (8) ◽  
pp. 602-610 ◽  
Author(s):  
Ilhan Ilhan ◽  
Ayse Caglayan ◽  
Zulbiye Onal ◽  
Senem Akkoc ◽  
Mehmet Cadır
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Acid Chlorides

Chemoselectivity in Esterification Reactions – Size Matters after All

Synthesis ◽  
2017 ◽  
Vol 49 (15) ◽  
pp. 3460-3470 ◽  
Author(s):  
Julian Helberg ◽  
Marta Marin-Luna ◽  
Hendrik Zipse
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Temperature Effects ◽  
Aliphatic Acid ◽  
Secondary Alcohols ◽  
Acid Chlorides ◽  
Aromatic Carboxylic Acids ◽  
Esterification Reactions

The reaction of carboxylic acid chlorides with secondary alcohols carrying either flexible alkyl or rigid aryl substituents was studied through a series of competition experiments. Aliphatic acid chlorides react preferentially with the aryl-substituted alcohols, while acid chlorides derived from aromatic carboxylic acids react with very low selectivity. Catalysis by 9-azajulolidine (TCAP) increases the selectivity strongly, while solvent and temperature effects are only moderate. The size of the alcohol substituents seems to impact selectivities only for rigid aryl substituents, and highest selectivities have been found for 1-(1-pyrenyl)ethanol.

Preparation and reactions of thieno[3,2-b]furan derivatives

1986 ◽  
Vol 51 (8) ◽  
pp. 1685-1691 ◽  
Author(s):  
Eva Kraľovičová ◽  
Alžbeta Krutošíková ◽  
Jaroslav Kováč
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Acid Chloride ◽  
Thionyl Chloride ◽  
Acid Chlorides ◽  
Carboxylic Acid Chloride ◽  
Furan Derivatives ◽  
Nucleophilic Reactions ◽  
Triethylbenzylammonium Chloride

Reactions of 3-(5-aryl-2-furyl)propenoic, 3-(2-benzo[b]furyl)propenoic and 3-(5-ethoxycarbonyl-4H-furo[3,2-b]-2-pyrrolyl)propenoic acids with thionyl chloride in the presence of triethylbenzylammonium chloride were investigated. The obtained 2-arylthieno[3,2-b]-furan-5-carboxylic acid chlorides Ia - Ic and 3-chlorothieno[3,2-b]benzo[b]furan-2-carboxylic acid chloride afforded in substitution nucleophilic reactions the corresponding esters V and carboxylic acids VI which were decarboxylated to VII. 3-Chlorothieno[3,2-b]benzo[b]furan-2-carboxylic acid chloride (Id), 6-ethoxycarbonyl-3-chlorothieno[2',3':4,5]furo[3,2-b]pyrrole-2-carboxylic acid chloride (IV), and ethyl 3-chlorothieno[2',3':4,5]furo[3,2-b]indole-2-carboxylate (VIII), synthesized under conditions of triethylphosphite reduction from ethyl 6-chloro-2-(2-nitrophenyl)thieno[3,2-b]furan-5-carboxylate (Va), are new heterocyclic systems.

ChemInform Abstract: Reactions of Some Pyrazole-3-carboxylic Acids and Carboxylic Acid Chlorides with Various O- and N-Nucleophiles.

ChemInform ◽  
2014 ◽  
Vol 45 (6) ◽  
pp. no-no
Author(s):  
Ilhan Oezer Ilhan ◽  
Ayse Caglayan ◽  
Zuelbiye Oenal ◽  
Senem Akkoc ◽  
Mehmet Cadir
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Acid Chlorides

Synthesis of 3-(Cyclohexylamino)-2-arylimidazo[1,2-a]pyridine-8- carboxylic Acids Via an Efficient Three-component Condensation Reaction between Cyclohexylisocyanide and 2-Aminopyridine-3-carboxylic Acid in the Presence of Aromatic Aldehyde

2018 ◽  
Vol 21 (4) ◽  
pp. 298-301 ◽  
Author(s):  
Ghasem Marandi
Keyword(s):  
Biological Sciences ◽  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
High Performance ◽  
Condensation Reaction ◽  
Aromatic Aldehydes ◽  
New Materials ◽  
One Pot ◽  
High Yields ◽  
Benzaldehyde Derivatives

Aim and Objective: The reaction of cyclohexylisocyanide and 2-aminopyridine-3- carboxylic acid in the presence of benzaldehyde derivatives in ethanol led to 3-(cyclohexylamino)-2- arylimidazo[1,2-a]pyridine-8-carboxylic acids in high yields. In a three component condensation reaction, isocyanide reacts with 2-aminopyridine-3-carboxylic acid and aromatic aldehydes without any prior activation. Material and Methods: The synthesized products have stable structures which have been characterized by IR, 1H, 13C and Mass spectroscopy as well as CHN-O analysis. Results: In continuation of our attempts to develop simple one-pot routes for the synthesis of 3- (cyclohexylamino)-2-arylimidazo[1,2-a]pyridine-8-carboxylic acids, aromatic aldehydes with divers substituted show a high performance. Conclusion: In conclusion, this study introduces the art of combinatorial chemistry using a simple one-pot procedure for the synthesis of new materials which are interesting compounds in medicinal and biological sciences.

scholarly journals Propylphosphonic acid anhydride–mediated amidation of Morita–Baylis–Hillman–derived indolizine-2-carboxylic acids

2021 ◽  
pp. 174751982098715
Author(s):  
Khethobole C Sekgota ◽  
Michelle Isaacs ◽  
Heinrich C Hoppe ◽  
Ronnett Seldon ◽  
Digby F Warner ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Coupling Agent ◽  
Methyl Esters ◽  
Acid Anhydride

Propylphosphonic acid anhydride has been successfully used as a coupling agent in the synthesis of a series of indolizine-2-carboxamido derivatives from indolizine-2-carboxylic acid and its 3-acetylated analogue. The acid substrates were obtained by saponification of the corresponding methyl esters produced, in turn, selectively and efficiently, by time-controlled cyclisation of a single Morita–Baylis–Hillman adduct. Various amino and hydrazino compounds with medicinal potential have been used to prepare indolizine-2-carboxamido and hydrazido derivatives.

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