Direct Amidation of Carboxylic Acids Catalyzed by ortho-Iodo Arylboronic Acids: Catalyst Optimization, Scope, and Preliminary Mechanistic Study Supporting a Peculiar Halogen Acceleration Effect

2012 ◽  
Vol 77 (19) ◽  
pp. 8386-8400 ◽  
Author(s):  
Nicolas Gernigon ◽  
Raed M. Al-Zoubi ◽  
Dennis G. Hall
Keyword(s):  
Carboxylic Acids ◽  
Mechanistic Study ◽  
Arylboronic Acids ◽  
Direct Amidation

scholarly journals Silicon compounds as stoichiometric coupling reagents for direct amidation

2021 ◽  
Author(s):  
Joshua J. Davies ◽  
D. Christopher Braddock ◽  
Paul D. Lickiss
Keyword(s):  
Carboxylic Acids ◽  
Coupling Reagents ◽  
Silicon Compounds ◽  
Direct Amidation

This review covers all the reported use of stoichiometric silicon reagents for direct amidation of carboxylic acids with amines, commencing with the first example in 1969 up until April 2021. 

Direct amidation of carboxylic acids with amines under microwave irradiation using silica gel as a solid support

2015 ◽  
Vol 17 (5) ◽  
pp. 3157-3163 ◽  
Author(s):  
Andrea Ojeda-Porras ◽  
Alejandra Hernández-Santana ◽  
Diego Gamba-Sánchez
Keyword(s):  
Fatty Acids ◽  
Microwave Irradiation ◽  
Carboxylic Acids ◽  
Silica Gel ◽  
Solid Support ◽  
Secondary Amines ◽  
Primary And Secondary Amines ◽  
Direct Amidation

A highly improved methodology for the direct amidation of carboxylic acids with amines using silica gel as a solid support and catalyst is described. Several examples using aliphatic, aromatic, unsaturated and fatty acids combined with primary and secondary amines are shown.

Copper-catalyzed synthesis of aromatic carboxylic acids from arylboronic acids and acetyl acetate

2014 ◽  
Vol 55 (41) ◽  
pp. 5671-5675 ◽  
Author(s):  
Rui Zheng ◽  
Qizhong Zhou ◽  
Haining Gu ◽  
Huajiang Jiang ◽  
Jiashou Wu ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Aromatic Carboxylic Acids ◽  
Arylboronic Acids

Cationic Pd(II)/bipyridine-catalyzed conjugate addition of arylboronic acids to α,β-unsaturated carboxylic acids in aqueous media

2018 ◽  
Vol 59 (13) ◽  
pp. 1192-1195 ◽  
Author(s):  
Yuxin Ni ◽  
Kaixuan Song ◽  
Kai Shen ◽  
Zhenyu Yang ◽  
Rui Liu ◽  
...  
Keyword(s):  
Carboxylic Acids ◽  
Aqueous Media ◽  
Conjugate Addition ◽  
Arylboronic Acids ◽  
Unsaturated Carboxylic Acids

A multigram-scale lower E-factor procedure for MIBA-catalyzed direct amidation and its application to the coupling of alpha and beta aminoacids

2015 ◽  
Vol 17 (7) ◽  
pp. 4016-4028 ◽  
Author(s):  
Solmaz Fatemi ◽  
Nicolas Gernigon ◽  
Dennis G. Hall
Keyword(s):  
Amino Acids ◽  
Carboxylic Acids ◽  
Direct Amidation

More economical conditions for direct amidation between amines and carboxylic acids, including α- and β-amino acids, have been optimized using the MIBA catalyst (5-methoxy-2-iodophenylboronic acid, 6).

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