56051-98-0Relevant articles and documents
Carboxylic Acid Deoxyfluorination and One-Pot Amide Bond Formation Using Pentafluoropyridine (PFP)
Brittain, William D. G.,Cobb, Steven L.
, p. 5793 - 5798 (2021/08/01)
This work describes the application of pentafluoropyridine (PFP), a cheap commercially available reagent, in the deoxyfluorination of carboxylic acids to acyl fluorides. The acyl fluorides can be formed from a range of acids under mild conditions. We also demonstrate that PFP can be utilized in a one-pot amide bond formation via in situ generation of acyl fluorides. This one-pot deoxyfluorination amide bond-forming reaction gives ready access to amides in yields of ≤94%.
Visible Light-Induced Amide Bond Formation
Song, Wangze,Dong, Kun,Li, Ming
supporting information, p. 371 - 375 (2019/11/29)
A metal-, base-, and additive-free amide bond formation reaction was developed under an organic photoredox catalyst. This green approach showed excellent functional selectivity without affecting other functional groups such as alcohols, phenols, ethers, esters, halogens, or heterocycles. This method featured a broad substrate scope, good compatibility with water and air, and high yields (≤95%). The potential utilities were demonstrated by the synthesis of important drug molecules such as paracetamol, melatonin, moclobemide, and acetazolamide.
Method for preparing amide by visible light-induced metal-free participation (by machine translation)
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Paragraph 0075-0078, (2020/02/14)
The method for preparing the amide in the, preparation method of the novel amide disclosed by the invention has the advantages that, the reaction: conditions are mild, the 9 - reaction conditions are mild, and the yield 71%. of the reaction conditions is not lower than the reaction conditions . (by machine translation)
Chromium-Catalyzed Activation of Acyl C-O Bonds with Magnesium for Amidation of Esters with Nitroarenes
Ling, Liang,Chen, Changpeng,Luo, Meiming,Zeng, Xiaoming
supporting information, (2019/03/19)
Here, we report a chromium-catalyzed activation of acyl C-O bonds with magnesium for amidation of esters with nitroarenes. Low-cost chromium(III) chloride shows high reactivity in promoting amidation by using magnesium as reductant and chlorotrimethylsilane as additive. It provides a step-economic strategy to the synthesis of centrally important amide motifs using inexpensive and air-stable nitroarenes as amino sources.
Copper catalysed C-N bond formation via a sequential acylation and deacylation process: A novel strategy for the synthesis of benzanilides
Kumar, Saurabh,Vanjari, Rajeshwer,Guntreddi, Tirumaleswararao,Singh, Krishna Nand
, p. 9920 - 9924 (2015/02/19)
An efficient and mild oxidative amidation of aldehydes by means of acetanilides as amine components has been developed for the first time using copper catalysis. The approach is versatile and proceeds through sequential acylation and deacylation steps to afford benzanilides.
Selective formation of α,ω-ester amides from the aminocarbonylation of castor oil derived methyl 10-undecenoate and other unsaturated substrates
Jimenez-Rodriguez, Cristina,Nunez-Magro, Angel A.,Seidensticker, Thomas,Eastham, Graham R.,Furst, Marc R. L.,Cole-Hamilton, David J.
, p. 2332 - 2339 (2014/07/22)
The reaction of long chain alkenes with CO and aniline in the presence of palladium complexes of 1,2-bis-(ditertbutylphosphinomethyl)benzene produces amides with high linear selectivity, with much higher rates and catalyst stability when 2-naphthol and sodium or potassium iodide are added. Unsaturated esters including methyl 10-undecenoate from castor oil give α,ω- ester amides, whilst reactions in THF give N-phenylpyrrolidine.
ZnO nanofluid as a structure base catalyst for chemoselective amidation of aliphatic carboxylic acids
Tamaddon, Fatemeh,Aboee, Fatemeh,Nasiri, Alireza
experimental part, p. 194 - 197 (2012/02/04)
ZnO nanofluids were synthesized and utilized as a new reaction media in the preparation of amides via direct amidation of aliphatic carboxylic acids with primary amines under solvent-free conditions. High yields and good selectivity are achieved with this psudo-homogeneous catalyst, while the recovered nanoZnO was reusable.
Catalytic metathesis of simple secondary amides
Bell, Christen M.,Kissounko, Denis A.,Gellman, Samuel H.,Stahl, Shannon S.
, p. 761 - 763 (2007/10/03)
(Chemical Equation Presented) Trading places: The metathesis of secondary amides through a transacylation mechanism has been achieved by employing catalytic quantities of an organic imide and a Bronsted base (see scheme). Equilibrium-controlled exchange between various amide pairs is demonstrated for substrates bearing N-alkyl and N-aryl substituents.
A catalyst system for the formation of amides by reaction of carboxylic acids with blocked isocyanates
Gertzmann,Gürtler
, p. 6659 - 6662 (2007/10/03)
A catalyst for the reaction of blocked isocyanates (blocking agent diisopropylamine and dimethyl pyrazole) and carboxylic acids was identified. Magnesium and in some instances calcium salts proved to be highly active as catalyst. This reaction gives amides in quantitative yield and excellent selectivity and is suitable for coating and general chemical purposes.
Tighter ion pair effect and scale-up study in microwave assisted aminolysis of enolizable esters using potassium tert-butoxide (t-BuOK)
Polshettiwar, Vivek,Kaushik
, p. 773 - 777 (2007/10/03)
The tighter ion pair effect and scale-up study in aminolysis of enolizable esters using potassium tert-butoxide (t-BuOK) under microwave irradiations is described. This method provides synthetic advantages in terms of reaction time, product yields, eco-friendly environment and scale-up feasibility over the conventional heating method.