21384-41-8Relevant academic research and scientific papers
Ruthenium-catalyzed oxidative decyanative cross-coupling of acetonitriles with amines in air: A general access to primary to tertiary amides under mild conditions
Wang, Yuguang,Wu, Zhongli,Li, Qin,Zhu, Bingchun,Yu, Lei
, p. 3747 - 3757 (2017/09/07)
Catalyzed by Ru and in the presence of air and nucleophiles such as amines or ammonia, activation of the C-CN bond could be easily achieved under mild conditions to produce primary to tertiary amides in good to excellent yields. The use of accessible and functional-group-tolerant starting materials, a cheap, low-loading and recyclable catalyst, ligand-free conditions and excellent product yields are the advantages of the method. Moreover, compared with the Ritter reaction and hydration methods, this novel reaction has more comprehensive application scope.
Achieving regio- and stereo-control in the fluorination of aziridines under acidic conditions
Okoromoba, Otome E.,Li, Zhou,Robertson, Nicole,Mashuta, Mark S.,Couto, Uenifer R.,Tormena, Cláudio F.,Xu, Bo,Hammond, Gerald B.
supporting information, p. 13353 - 13356 (2016/11/18)
We developed an efficient fluorination protocol that converts easily accessible aziridines into β-fluoroamines, which are important motifs in biologically active molecules. In contrast with traditional fluorination approaches, DMPU-HF has shown both highe
Palladium-catalyzed Suzuki-Miyaura coupling of amides by carbon-nitrogen cleavage: General strategy for amide N-C bond activation
Meng, Guangrong,Szostak, Michal
supporting information, p. 5690 - 5707 (2016/07/06)
The first palladium-catalyzed Suzuki-Miyaura cross-coupling of amides with boronic acids for the synthesis of ketones by sterically-controlled N-C bond activation is reported. The transformation is characterized by operational simplicity using bench-stable, commercial reagents and catalysts, and a broad substrate scope, including substrates with electron-donating and withdrawing groups on both coupling partners, steric-hindrance, heterocycles, halides, esters and ketones. The scope and limitations are presented in the synthesis of >60 functionalized ketones. Mechanistic studies provide insight into the catalytic cycle of the cross-coupling, including the first experimental evidence for Pd insertion into the amide N-C bond. The synthetic utility is showcased by a gram-scale cross-coupling and cross-coupling at room temperature. Most importantly, this process provides a blueprint for the development of a plethora of metal catalyzed reactions of typically inert amide bonds via acyl-metal intermediates. A unified strategy for amide bond activation to enable metal insertion into N-C amide bond is outlined (Scheme 1).
A method for synthesis of amides
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Paragraph 0096-0098, (2017/01/31)
The invention discloses a synthesizing method for an amide compound shown in formula (III). The synthesizing method comprises the following steps: adopting replacing acetonitrile shown in formula (I) and amines compound shown in formula (II) as raw materials in air atmosphere; adopting Ru/C as a catalyst; conducting reaction in solvent to generate the amide compound shown in formula (III); the solvent is one selected from ethyl alcohol, furanidine, methyl sulfoxide and o-dichlorobenzene. The synthesizing method being novel synthesizing route is simple to operate, convenient in post-treatment, high in product yield, and good in product purity; particularly, the catalyst and the solvent can be used repeatedly; air is taken as oxidant; not only production cost is reduced, but also the method is environmental-friendly, and very suitable for large-scale industrialization production.
Phosphine-catalyzed heine reaction
Martin, Allen,Casto, Kathleen,Morris, William,Morgan, Jeremy B.
supporting information; experimental part, p. 5444 - 5447 (2011/12/05)
Aziridines are important synthetic intermediates which readily undergo ring-opening reactions. It is demonstrated that electron-rich phosphines are efficient catalysts for the regioselective rearrangement of N-acylaziridines to oxazolines. The reactions o
[18F]Fluoroamines via ring-opening of N-Cbz-2-methylaziridine with [18F]-fluoride
Vasdev, Neil,van Oosten, Erik M.,Stephenson, Karin A.,Zadikian, Nonik,Yudin, Andrei K.,Lough, Alan J.,Houle, Sylvain,Wilson, Alan A.
body text, p. 544 - 547 (2009/04/14)
A highly regioselective method was developed for ring-opening benzyloxycarbonyl (Cbz)-protected 2-methylaziridine with [18F]-labelled fluoride. Following catalytic hydrogenation, 1-[18F]fluoro-2-propanamine ([18F]1) and 2-
JNK INHIBITOR
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Page/Page column 89-90, (2010/02/07)
The present invention relates to a c-Jun N-terminal kinase inhibitor containing an azole compound (I) substituted by a nitrogen-containing aromatic group having substituent(s)(except a compound represented by the formula: ) or a salt thereof or a prodrug thereof.
Inversion of stereochemistry in the Co2(CO)8-catalyzed carbonylation of aziridines to β-lactams. The first synthesis of highly strained trans-bicyclic β-lactams
Piotti, Marcelo E.,Alper, Howard
, p. 111 - 116 (2007/10/03)
β-Lactams were synthesized by the carbonylative ring expansion of aziridines catalyzed by dicobalt octacarbonyl under CO pressure. The active catalyst, cobalt tetracarbonyl anion, induces nucleophilic ring opening of the heterocycle, resulting in inversio
N-Acyl-2-methylaziridines: Synthesis and utility in the C-acylation of β-ketoester derived dianions
Lygo, Barry
, p. 12859 - 12868 (2007/10/02)
A 'one pot' method for the preparation of N-acyl-2-methylaziridines is described, and the utility of these compounds in the C-acylation of dianions derived from β-ketoesters investigated. Application of the methodology to the synthesis of the polyketide natural product yangonin is also described.
N-acyl aziridines - C-acylating agents for the preparation of polyketides
Lygo, Barry
, p. 5073 - 5074 (2007/10/02)
A one-pot synthesis of N-acylaziridines from carboxylic acids has been developed, and their reaction with dianions derived from β-ketoesters studied. The aziridines were found to be efficient C-acylating agents, giving polyketide-like products in good ove
