10264-12-7Relevant academic research and scientific papers
Copper and N-Heterocyclic Carbene-Catalyzed Oxidative Amidation of Aldehydes with Amines
Singh, Ashmita,Narula, Anudeep Kumar
, p. 718 - 722 (2021)
A one-pot two-step oxidative process has been developed for the tert-butyl hydroperoxide mediated transformation of aldehydes and amines into amides catalyzed by copper(I) iodide and an N-heterocyclic carbene. The process is additive-free and does not require the amine to be transformed into its hydrochloride salts. The method is simple and practicable, has a broad substrate scope, and uses economical, feasible, and abundant reagents.
An efficient, green and scale-up synthesis of amides from esters and amines catalyzed by Ru-MACHO catalyst under mild conditions
Han, Qian,Xiong, Xingquan,Li, Sizhong
, p. 85 - 88 (2014)
An efficient, green and scale-up synthesis of amides from esters and amines has been developed using Ru-MACHO as a readily available catalyst. A diverse range of amides were obtained in moderate to excellent yields (55-98%). Furthermore, when the scale of the amidation reaction was increased to 240.0 mmol, the desired amide still could be obtained in high yield (48.2 g of N-benzylbenzamide, 95%).
Cobalt(II)-Catalyzed N-Acylation of Amines through a Transamidation Reaction
Ma, Juan,Zhang, Feng,Zhang, Jingyu,Gong, Hang
, p. 4940 - 4948 (2018)
A practical protocol has been developed for a Co(OAc)2·4H2O-catalyzed transamidation reaction. The reaction gives high yields and uses N,N-dimethylformamide and other amides as carbonyl sources. The protocol is rapid and simple, and it does not require any acids, bases, ligands, or other additives. It works well for a wide range of primary, secondary, and heterocyclic amines.
An efficient protocol for the amidation of carboxylic acids promoted by trimethyl phosphite and iodine
Luo, Qun-Li,Lv, Lina,Li, Yu,Tan, Jian-Ping,Nan, Wenhui,Hui, Qun
, p. 6916 - 6922 (2011)
A practical, one-pot protocol is described for the conversion of carboxylic acids into amides through carboxyl activation by the reagent combination of trimethyl phosphite and iodine. This method integrates several advantages: (1) it allows amines to be chemoselectively acylated with excellent results in the presence of sulfur and oxygen nucleophiles; (2) the method shows wide generality in respect of solvent, base, and substrate; (3) the reagents used are widely available and much less expensive than common coupling reagents, and (4) the process is remarkably convenient, permitting extraction, recrystallization, and column chromatography as optional work-up procedures. The chemoselectivity and generality of the method, the low cost, and wide availability of reagents combined with the ease of use make it a very favorable process.
Synthesis, X-ray crystallography, and reactions of N-acyl and N-carbamoyl succinimides
Goodman, Cassie A.,Eagles, Joel B.,Rudahindwa, Leandre,Hamaker, Christopher G.,Hitchcock, Shawn R.
, p. 2155 - 2164 (2013)
A collection of N-acyl and N-carbamoyl succinimides were prepared by acylation of succinimide with acyl chlorides or by ethylene dichloride (EDC) coupling of carboxylic acids. The x-ray crystal structures of N-benzoyl and N-p-nitrobenzoyl succinimides were determined. The N-acyl succinimides were effective in acylating primary amines, a secondary amine, and an aromatic amine. Copyright
First Carbamates Conversion to Amides by Simple Alkyl Group Transfer from Trialkylalanes
El Kaim, Laurent,Grimaud, Laurence,Lee, Anabelle,Perroux, Yannick,Tirla, Cornelia
, p. 381 - 383 (2004)
(Equation presented) N-Monosubstituted carbamates are cleanly converted to amides under treatment with trialkylaluminum. This reaction involves an aluminum-assisted internal delivery of alkyl groups. It can be applied to new and mild protecting group strategies for alcohols.
Microwave-assisted preparation of amides using a stable and reusable mesoporous carbonaceous solid acid
Luque, Rafael,Budarin, Vitaly,Clark, James H.,MacQuarrie, Duncan J.
, p. 459 - 461 (2009)
An efficient and green microwave assisted protocol to prepare amides from amines via N-acylation using acidic polysaccharide derived mesoporous materials provides quantitative yields of amides in short reaction times.
Hydrogen processing by FeIII-exchanged montmorillonite: A unique geochemical protocol
Choudary, Boyapati M.,Kantam, Mannepalli L.,Ranganath, Kalluri V. S.,Rao, Kottapalli K.
, p. 322 - 325 (2005)
The production of hydrogen by the relay of electrons from 1- to H+ in an acidic, aqueous medium and the consumption of hydrogen by reductive N acylation open up enormous opportunities in hydrogen chemistry (see scheme).
ZnO nanofluid as a structure base catalyst for chemoselective amidation of aliphatic carboxylic acids
Tamaddon, Fatemeh,Aboee, Fatemeh,Nasiri, Alireza
, p. 194 - 197 (2011)
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.
Transamidation catalyzed by a recoverable and reusable polyDMAP-based hafnium chloride and montmorillonite KSF
Shi, Min,Cui, Shi-Cong
, p. 2847 - 2858 (2005)
In this article, we described the use of an easily available polymer-based hafnium chloride and montmorillonite KSF catalyst (HfCl4/KSF- polyDMAP) in transamidation under relatively mild conditions. This metal catalyst can be easily recovered and reused in this reaction to give the corresponding amides in good yields. Copyright Taylor & Francis, Inc.
