Water-Removable Ynamide Coupling Reagent for Racemization-Free Syntheses of Peptides, Amides, and Esters

2021 ◽  
Author(s):  
Tao Liu ◽  
Xue Zhang ◽  
Zejun Peng ◽  
Junfeng Zhao
Keyword(s):  
Carboxylic Acids ◽  
Direct Coupling ◽  
Coupling Reagent

A novel ynamide coupling reagent, the by-product of which can be removed by water, was reported. It promotes the direct coupling between carboxylic acids and amines, alcohols or thiols to...

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.

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.

A novel aromatic carbocation-based coupling reagent for esterification and amidation reactions

2015 ◽  
Vol 51 (15) ◽  
pp. 3131-3134 ◽  
Author(s):  
Thanh V. Nguyen ◽  
Demelza J. M. Lyons
Keyword(s):  
Carboxylic Acids ◽  
Coupling Reactions ◽  
Coupling Reagent

Driven by aromatization: a novel tropylium-based coupling reagent has been developed to facilitate nucleophilic coupling reactions of carboxylic acids.

ChemInform Abstract: XtalFluor-E, an Efficient Coupling Reagent for Amidation of Carboxylic Acids.

ChemInform ◽  
2013 ◽  
Vol 44 (29) ◽  
pp. no-no
Author(s):  
Aurelie Orliac ◽  
Domingo Gomez Pardo ◽  
Agnes Bombrun ◽  
Janine Cossy
Keyword(s):  
Carboxylic Acids ◽  
Coupling Reagent ◽  
Efficient Coupling

A New Method for the Esterification of Carboxylic Acids with Various Alcohols by Using Di-2-thienyl Carbonate, a New Coupling Reagent

2004 ◽  
Vol 33 (5) ◽  
pp. 552-553 ◽  
Author(s):  
Teruaki Mukaiyama ◽  
Yoshiaki Oohashi ◽  
Kentarou Fukumoto
Keyword(s):  
Carboxylic Acids ◽  
New Method ◽  
Coupling Reagent
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