A computational study on the mechanism of ynamide-mediated amide bond formation from carboxylic acids and amines

2017 ◽  
Vol 15 (30) ◽  
pp. 6367-6374 ◽  
Author(s):  
Song-Lin Zhang ◽  
Hai-Xing Wan ◽  
Zhu-Qin Deng
Keyword(s):  
Reaction Mechanism ◽  
Carboxylic Acids ◽  
Computational Study ◽  
Bond Formation ◽  
Amide Bond ◽  
Reactivity Pattern ◽  
Amide Bond Formation ◽  
Coupling Reagent ◽  
Catalytic Effects ◽  
Acid Substrate

A detailed computational study is presented on the reaction mechanism of ynamide-mediated condensation of carboxylic acids with amines to produce amides, which elucidates the reactivity pattern of the coupling reagent ynamide and discloses crucial bifunctional catalytic effects of the carboxylic acid substrate during aminolysis.

Diphenylsilane as a coupling reagent for amide bond formation

2017 ◽  
Vol 19 (21) ◽  
pp. 5060-5064 ◽  
Author(s):  
Morgane Sayes ◽  
André B. Charette
Keyword(s):  
Carboxylic Acids ◽  
Bond Formation ◽  
Direct Coupling ◽  
Amide Bond ◽  
Amide Bond Formation ◽  
Coupling Reagent

A simple amidation procedure enabling the direct coupling of carboxylic acids to amines using one equivalent of diphenysilane is reported.

The mechanism and structure–activity relationship of amide bond formation by silane derivatives: a computational study

2019 ◽  
Vol 17 (41) ◽  
pp. 9232-9242 ◽  
Author(s):  
Ben Hu ◽  
Yuan-Ye Jiang ◽  
Peng Liu ◽  
Rui-Xue Zhang ◽  
Qi Zhang ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Computational Study ◽  
Bond Formation ◽  
Structure Activity Relationship ◽  
Amide Bond ◽  
Activity Relationship ◽  
Amide Bond Formation ◽  
Structure Activity ◽  
Detailed Reaction Mechanism ◽  
Relationship Of

The detailed reaction mechanism and structure–activity relationship of substrates in silane reagent-mediated amide bond formation reactions are clarified.

Diethylphosphoryl-OxymaB (DEPO-B) as a Solid Coupling Reagent for Amide Bond Formation

2018 ◽  
Vol 16 (1) ◽  
pp. 30-33
Author(s):  
Ashish Kumar ◽  
Yahya E. Jad ◽  
Ayman El-Faham ◽  
Beatriz G. de la Torre ◽  
Fernando Albericio
Keyword(s):  
Bond Formation ◽  
Hydrolytic Stability ◽  
Solid Material ◽  
Amide Bond ◽  
Amide Bond Formation ◽  
Coupling Reagent

A new phosphonium based coupling reagent DEPO-B has been synthesized from 5- (hydroxyimino)-1,3-dimethylpyrimidine-2,4,6 (1H,3H,5H)-trione (Oxyma B) and diethyl chlorophosphate in presence of base. It is a solid material and the hydrolytic stability and solubility was evaluated for confirming its capability for usage in automated peptide synthesizer.

Mechanism of Amide Bond Formation from Carboxylic Acids and Amines Promoted by 9-Silafluorenyl Dichloride Derivatives

2017 ◽  
Vol 82 (17) ◽  
pp. 9087-9096 ◽  
Author(s):  
Yuan-Ye Jiang ◽  
Ling Zhu ◽  
Yujie Liang ◽  
Xiaoping Man ◽  
Siwei Bi
Keyword(s):  
Carboxylic Acids ◽  
Bond Formation ◽  
Amide Bond ◽  
Amide Bond Formation

scholarly journals Poly(methylhydrosiloxane) as a green reducing agent in organophosphorus-catalysed amide bond formation

2017 ◽  
Vol 15 (30) ◽  
pp. 6426-6432 ◽  
Author(s):  
Daan F. J. Hamstra ◽  
Danny C. Lenstra ◽  
Tjeu J. Koenders ◽  
Floris P. J. T. Rutjes ◽  
Jasmin Mecinović
Keyword(s):  
Carboxylic Acids ◽  
Phosphine Oxide ◽  
Bond Formation ◽  
Reducing Agent ◽  
Amide Bond ◽  
Amide Bond Formation ◽  
Amidation Reaction

In situ reduction of phosphine oxide by poly(methylhydrosiloxane) leads to efficient amidation reaction between carboxylic acids and amines.

ChemInform Abstract: Solvent-Free Protocol for Amide Bond Formation via Trapping of Nascent Phosphazenes with Carboxylic Acids.

ChemInform ◽  
2011 ◽  
Vol 42 (37) ◽  
pp. no-no
Author(s):  
Murugan Sathishkumar ◽  
Poovan Shanmugavelan ◽  
Sangaraiah Nagarajan ◽  
Murugesan Maheswari ◽  
Murugan Dinesh ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Bond Formation ◽  
Solvent Free ◽  
Amide Bond ◽  
Amide Bond Formation

Fast TiO2-catalyzed direct amidation of neat carboxylic acids under mild dielectric heating

2014 ◽  
Vol 4 (5) ◽  
pp. 1395-1399 ◽  
Author(s):  
E. Calcio Gaudino ◽  
D. Carnaroglio ◽  
M. A. G. Nunes ◽  
L. Schmidt ◽  
E. M. M. Flores ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Bond Formation ◽  
Academic Research ◽  
Amide Bond ◽  
Dielectric Heating ◽  
Amide Bond Formation ◽  
Important Challenge ◽  
Pharmaceutical Industries ◽  
Direct Amidation

The development of green protocols for amide bond formation is a major socioeconomic goal for chemical and pharmaceutical industries and an important challenge for academic research.

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