Base catalyzed sustainable synthesis of phenyl esters from carboxylic acids using diphenyl carbonate

RSC Advances ◽  
2015 ◽  
Vol 5 (65) ◽  
pp. 53155-53160 ◽  
Author(s):  
Oliver Kreye ◽  
Michael A. R. Meier
Keyword(s):  
Carboxylic Acids ◽  
Tertiary Amine ◽  
Elevated Temperatures ◽  
Diphenyl Carbonate ◽  
Aromatic Carboxylic Acids ◽  
High Yields

Phenyl esters were obtained in moderate to high yields by reaction of aliphatic and aromatic carboxylic acids with one equivalent of diphenyl carbonate in the presence of catalytic amounts of tertiary amine bases, under neat conditions at elevated temperatures (>100 °C).

ChemInform Abstract: Synthesis of Esters with Aromatic Structure from Aromatic Carboxylic Acids and Diphenyl Carbonate.

ChemInform ◽  
2010 ◽  
Vol 30 (49) ◽  
pp. no-no
Author(s):  
Constantin I. Chiriac ◽  
Marioara Onciu ◽  
Ioan Truscan ◽  
Tanasa Fulga Mihaela ◽  
Cristina Badarau
Keyword(s):  
Carboxylic Acids ◽  
Diphenyl Carbonate ◽  
Aromatic Carboxylic Acids ◽  
Aromatic Structure

scholarly journals Efficient one-pot, four-component synthesis of N,N-dibenzyl-N-{1-[5-(3-aryl)-1,3,4-oxadiazol-2-yl]cyclobutyl}amine derivatives from the reaction of (isocyanoimino)triphenylphosphorane, dibenzylamine, an aromatic carboxylic acid and cyclobutanone

2012 ◽  
Vol 77 (9) ◽  
pp. 1175-1180 ◽  
Author(s):  
Nahid Shajari ◽  
Reza Kazemizadeh ◽  
Ali Ramazani
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Room Temperature ◽  
Aromatic Carboxylic Acid ◽  
One Pot ◽  
Aromatic Carboxylic Acids ◽  
High Yields ◽  
Neutral Conditions

Four-component reaction of cyclobutanone, dibenzylamine and (Nisocyanimino) triphenylphosphorane in the presence of aromatic carboxylic acids proceed smoothly at room temperature and under neutral conditions to afford N,N-dibenzyl-N-{1-[5-(3-aryl)-1,3,4-oxadiazol-2-yl]cyclobutyl}amine derivatives in high yields.

Microbial Formation of Substituted Styrenes

1989 ◽  
Vol 44 (9-10) ◽  
pp. 765-770 ◽  
Author(s):  
Hans-Adolf Arfmann ◽  
Wolf-Rainer Abraham
Keyword(s):  
Carboxylic Acids ◽  
Benzene Ring ◽  
Cinnamic Acid ◽  
Methoxy Group ◽  
Methyl Chloride ◽  
Side Chains ◽  
Cinnamic Acids ◽  
Cinnamic Acid Derivatives ◽  
Aromatic Carboxylic Acids ◽  
High Yields

Various mono- and disubstituted cinnamic acid derivatives and aromatic carboxylic acids with saturated side chains were incubated mainly with Bacillus, Candida, Hansenula, and Saccharomyces strains. The cinnamic acids carrying a hydroxy- and/or a methoxy group at the 3- and/or 4-position of the benzene ring were decarboxylated with high yields. Most of the reactions were terminated within 24 to 48 h. Substitution at other ring positions afforded also decarboxylation, but at much lower yields. Derivatives with other residues like methyl, chloride, or bromide were not transform ed to the respective styrene. None of the saturated aromatic carboxylic acids could be decarboxylated by the strains used.

scholarly journals Amine-Catalyzed Decarboxylative Aldol Reaction of β-Ketocarboxylic Acids with Trifluoropyruvates

Molecules ◽  
2019 ◽  
Vol 24 (15) ◽  
pp. 2773
Author(s):  
Ryouta Kawanishi ◽  
Shinya Hattori ◽  
Seiji Iwasa ◽  
Kazutaka Shibatomi
Keyword(s):  
Carboxylic Acids ◽  
Tertiary Amine ◽  
Bond Formation ◽  
Aldol Reaction ◽  
Quaternary Carbon ◽  
Chiral Amine ◽  
Enantioselective Reaction ◽  
High Yields ◽  
Aliphatic Carboxylic Acids

Decarboxylative aldol reaction of aliphatic carboxylic acids is a useful method for C–C bond formation because carboxylic acids are an easily available class of compounds. In this study, we found that the decarboxylative aldol reaction of tertiary β-ketocarboxylic acids and trifluoropyruvates proceeded smoothly to yield the corresponding aldol products in high yields and with high diastereoselectivity in the presence of a tertiary amine catalyst. In this reaction, we efficiently constructed a quaternary carbon center and an adjacent trifluoromethylated carbon center. This protocol was also extended to an enantioselective reaction with a chiral amine catalyst, and the desired product was obtained with up to 73% enantioselectivity.

Coupling of carboxylic acids with internal alkynes by supported ruthenium catalysts: direct and selective syntheses of multi-substituted phthalide derivatives

2015 ◽  
Vol 51 (9) ◽  
pp. 1654-1657 ◽  
Author(s):  
Hiroki Miura ◽  
Kentaro Tsutsui ◽  
Kenji Wada ◽  
Tetsuya Shishido
Keyword(s):  
Carboxylic Acids ◽  
Ruthenium Catalysts ◽  
Aromatic Carboxylic Acids ◽  
Ru Catalyst ◽  
Internal Alkynes ◽  
High Yields

Supported ruthenium catalysts promote coupling of various kinds of aromatic carboxylic acids with internal alkynes, giving the corresponding multi-substituted phthalide derivatives in high yields. The supported Ru catalyst can be recycled at least five times with no loss of activity.

Comparative Assessment of Sporophyte and Gametophyte Thermal Resistance of Winter Rape

2019 ◽  
pp. 15-22
Keyword(s):  
Elevated Temperatures ◽  
Rapid Assessment ◽  
Temperature Stability ◽  
Temperature Factor ◽  
Plant Genome ◽  
Limiting Factors ◽  
Initial Assessment ◽  
High Temperature Stability ◽  
Winter Rape ◽  
High Yields

The temperature factor is one of the limiting factors for obtaining high yields of crops, so one of the main tasks of selection is to search for temperature-resistant genotypes and to create on their basis the banks of crops with high temperature stability. The first step to solving this problem is to conduct a rapid assessment of the temperature plasticity of large populations and to isolate breeding-valuable genotypes from them. There are numerous methods that allow, in the short term with minimal technical and material costs, to carry out an initial assessment of a large number of genotypes at sporophytic level and differentiate them by resistance to the temperature factor. These methods include the method of estimating pollen populations. These studies have repeatedly been conducted on many cultures, their correctness is due to the expression of a large part of the plant genome, both at the diploid and haploid levels of development and demonstrated by many studies in this direction. The aim of our study was to study the stability of gametophyte and sporophyte of collecting varieties and varieties of winter rape to elevated temperatures, to study the correlation between the heat resistance of sporophyte and gametophyte.

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.

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

scholarly journals A solvent-dependent chirality-switchable thia-Michael addition to α,β-unsaturated carboxylic acids using a chiral multifunctional thiourea catalyst

2020 ◽  
Vol 11 (21) ◽  
pp. 5572-5576 ◽  
Author(s):  
Noboru Hayama ◽  
Yusuke Kobayashi ◽  
Eriko Sekimoto ◽  
Anna Miyazaki ◽  
Kiyofumi Inamoto ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Tertiary Amine ◽  
Michael Addition ◽  
Arylboronic Acid ◽  
Unsaturated Carboxylic Acids

An asymmetric thia-Michael addition of arylthiols to α,β-unsaturated carboxylic acids using a thiourea catalyst that bears arylboronic acid and tertiary amine moieties is reported.

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