scholarly journals Novel sustainable synthesis of vinyl ether ester building blocks, directly from carboxylic acids and the corresponding hydroxyl vinyl ether, and their photopolymerization

RSC Advances ◽  
2018 ◽  
Vol 8 (44) ◽  
pp. 24716-24723 ◽  
Author(s):  
Maja Finnveden ◽  
Sara Brännström ◽  
Mats Johansson ◽  
Eva Malmström ◽  
Mats Martinelle
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Vinyl Ether ◽  
Building Blocks ◽  
Ether Ester

Synthesis of bifunctional vinyl ether ester monomers directly from the corresponding alcohol and carboxylic acid.

scholarly journals Modular triazine-based carborane-containing carboxylic acids – synthesis and characterisation of potential boron neutron capture therapy agents made of readily accessible building blocks

2019 ◽  
Vol 48 (29) ◽  
pp. 10834-10844 ◽  
Author(s):  
Martin Kellert ◽  
Dennis J. Worm ◽  
Paul Hoppenz ◽  
Menyhárt B. Sárosi ◽  
Peter Lönnecke ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Boron Neutron Capture Therapy ◽  
Neutron Capture ◽  
Building Blocks ◽  
Neutron Capture Therapy ◽  
Boron Neutron Capture

Boron-rich carboxylic acid derivatives were synthesised as coupling partners for tumour-selective biomolecules with applications as selective BNCT agents.

scholarly journals Fluorinated carboxylic acids as powerful building blocks for the formation of bimolecular monolayers

2020 ◽  
Vol 56 (1) ◽  
pp. 125-128 ◽  
Author(s):  
Harry Pinfold ◽  
Christopher Greenland ◽  
Graham Pattison ◽  
Giovanni Costantini
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Building Block ◽  
Building Blocks ◽  
Highly Effective

Fluorination transforms a simple carboxylic acid into a highly effective building block for the formation of bimolecular monolayers.

scholarly journals Unearthing novel thiazolidinone building blocks as carboxylic acid bioisosteres

2020 ◽  
Vol 12 (20) ◽  
pp. 1855-1864
Author(s):  
James J Scanlon ◽  
Stephen P Wren
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
In Silico ◽  
Future Generation ◽  
Building Blocks ◽  
The Novel ◽  
Novel Structure

Aim: Thiazolidinones were prepared as building blocks for the replacement of carboxylic acids. Materials & methods: Chemical syntheses of thiazolidinones were developed. In addition, the drug-likeness of the target compounds was evaluated in silico. Results: The prepared compounds included the novel structure 4; 5-(3-Iodophenylmethylene)-2,4-thiazolidinedione. Conclusion: Exploration of the methods required to synthesize thiazolidinone building blocks was completed. This work allows future generation of bioisosteric analogs of drugs.

scholarly journals Hemiacetal Ester Exchanges, Study of Reaction Conditions and Mechanistic Pathway

Reactions ◽  
2020 ◽  
Vol 1 (2) ◽  
pp. 89-101
Author(s):  
David Boucher ◽  
Jeppe Madsen ◽  
Nicolas Caussé ◽  
Nadine Pébère ◽  
Vincent Ladmiral ◽  
...  
Keyword(s):  
Exchange Rate ◽  
Carboxylic Acid ◽  
Exchange Reaction ◽  
Carboxylic Acids ◽  
Vinyl Ether ◽  
Dihydrogen Phosphate ◽  
Reaction Conditions ◽  
Kinetics Studies ◽  
Mechanistic Pathway ◽  
Reaction Proceeds

A range of hemiacetal esters were synthesized by the reaction between carboxylic acids and butyl vinyl ether using n-dodecyl dihydrogen phosphate as catalyst. Specifically, nonanoic, propionic, acrylic, sebacic, and fumaric acids were used as substrates to prepare the corresponding hemiacetalesters. These compounds were used as model molecules to demonstrate the ability of hemiacetal ester functional groups to undergo the exchange reaction in the presence of weak carboxylic acids without any catalyst. Kinetics studies examined the eect of the carboxylic acid concentration on the exchange rate, and revealed that the exchange reaction proceeds through an associative mechanism.

Stereospecific, Palladium-catalyzed C(sp3)–H Alkenylation and Alkynylation of a Proline Derivative Enabled by 8-Aminoquinoline as a Directing Group

2020 ◽  
Author(s):  
Aleksandra Balliu ◽  
Aaltje Roelofje Femmigje Strijker ◽  
Michael Oschmann ◽  
Monireh Pourghasemi Lati ◽  
Oscar Verho
Keyword(s):  
Carboxylic Acid ◽  
Building Blocks ◽  
Wide Range ◽  
Palladium Catalyzed ◽  
Directing Group ◽  
High Yields ◽  
Vinyl Iodides ◽  
Initial Results

<p>In this preprint, we present our initial results concerning a stereospecific Pd-catalyzed protocol for the C3 alkenylation and alkynylation of a proline derivative carrying the well utilized 8‑aminoquinoline directing group. Efficient C–H alkenylation was achieved with a wide range of vinyl iodides bearing different aliphatic, aromatic and heteroaromatic substituents, to furnish the corresponding C3 alkenylated products in good to high yields. In addition, we were able show that this protocol can also be used to install an alkynyl group into the pyrrolidine scaffold, when a TIPS-protected alkynyl bromide was used as the reaction partner. Furthermore, two different methods for the removal of the 8-aminoquinoline auxiliary are reported, which can enable access to both <i>cis</i>- and <i>trans</i>-configured carboxylic acid building blocks from the C–H alkenylation products.</p>

Modular, Stereocontrolled Cβ–H/Cα–C Activation of Alkyl Carboxylic Acids

2019 ◽  
Author(s):  
Ming Shang ◽  
Karla S. Feu ◽  
Julien C. Vantourout ◽  
Lisa M. Barton ◽  
Heather L. Osswald ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Heterocyclic Compounds ◽  
Cross Coupling ◽  
Building Blocks ◽  
Enantioselective Synthesis ◽  
Carbon Centers ◽  
Drug Candidates ◽  
Rapid Diversification ◽  
Directing Group ◽  
Compound Series

<div> <div> <div> <p>The union of two powerful transformations, directed C–H activation and decarboxylative cross-coupling, for the enantioselective synthesis of vicinally functionalized alkyl, carbocyclic, and heterocyclic compounds is described. Starting from simple carboxylic acid building blocks, this modular sequence exploits the residual directing group to access more than 50 scaffolds that would be otherwise extremely difficult to prepare. The tactical use of these two transformations accomplishes a formal vicinal difunctionalization of carbon centers in a way that is modular and thus amenable to rapid diversity incorporation. A simplification of routes to known preclinical drug candidates is presented along with the rapid diversification of an antimalarial compound series. </p> </div> </div> </div>

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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