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.

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.

Pd(0)–PhCOOH catalyzed addition of oxygen pronucleophiles to allenes and internal alkynes

2005 ◽  
Vol 83 (6-7) ◽  
pp. 569-573 ◽  
Author(s):  
Nitin T Patil ◽  
Nirmal K Pahadi ◽  
Yoshinori Yamamoto
Keyword(s):  
Benzoic Acid ◽  
Carboxylic Acids ◽  
Catalytic System ◽  
Addition Reaction ◽  
Internal Alkynes ◽  
High Yields

We have developed a catalytic system that enables the addition of alcohols to allenes using a combination of 5 mol% Pd(PPh3)4 and 10 mol% benzoic acid. Likewise, the addition reaction of carboxylic acids to alkynes is described. In all cases the reaction proceeded well, giving the corresponding allylation products in good-to-high yields with high regio- and stereoselectivities.Key words: addition, alcohols, carboxylic acids, allenes, alkynes, palladium.

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.

ChemInform Abstract: Coupling of Carboxylic Acids with Internal Alkynes by Supported Ruthenium Catalysts: Direct and Selective Syntheses of Multi-Substituted Phthalide Derivatives.

ChemInform ◽  
2015 ◽  
Vol 46 (25) ◽  
pp. no-no
Author(s):  
Hiroki Miura ◽  
Kentaro Tsutsui ◽  
Kenji Wada ◽  
Tetsuya Shishido
Keyword(s):  
Carboxylic Acids ◽  
Ruthenium Catalysts ◽  
Internal Alkynes

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.

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).

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

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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