49678-59-3Relevant academic research and scientific papers
Synthesis of 2-cyanoacrylamides through Pd-catalyzed monohydration of methylenemalononitriles
Liu, Yingtian,Dang, Xinxin,He, Yu,Bai, Hudong,Chen, Xuehong,Li, Jun-Long,Fan, Junting,Jiang, Hezhong,Li, Jiahong
, p. 662 - 671 (2019/02/20)
A straightforward and efficient method has been developed for the synthesis of 2-cyanoacrylamide from 2-methylenemalononitriles through monohydration. A series of methylenemalononitriles underwent the reaction under mild and simple reaction conditions wit
Oxidative Olefination of Benzylamine with an Active Methylene Compound Mediated by Hypervalent Iodine (III)
Rupanawar, Bapurao D.,Veetil, Sruthi M.,Suryavanshi, Gurunath
, p. 6232 - 6239 (2019/11/05)
Hypervalent iodine-mediated oxidative olefination of amines with an active methylene compound provides a rapid gateway towards the formation of electrophilic alkenes under mild reaction conditions in good to excellent yields. This is an efficient protocol for the preparation of substituted electrophilic alkenes.
Triflic acid-catalyzed metal-free synthesis of (: E)-2-cyanoacrylamides and 3-substituted azetidine-2,4-diones
Rupanwar, Bapurao D.,Chavan, Santosh S.,Shelke, Anil M.,Suryavanshi, Gurunath M.
supporting information, p. 6433 - 6440 (2018/04/23)
A TfOH-catalyzed highly efficient synthesis of biologically active (E)-2-cyanoacrylamides and 3-substituted azetidine-2,4-diones has been reported with 64-94% yields under metal-free conditions. The reaction proceeds through sequential Knoevenagel condens
Straightforward syntheses of nitriles, acrylates, and acrylamides in aqueous propan-1,2-diol: A catalyst free and waste free methodology
Jayalakshmi, Lakshmi Narayanan,Karuppasamy, Ayyanar,Stalindurai, Kesavan,Sivaramakarthikeyan, Ramar,Devadoss, Vellasamy,Ramalingan, Chennan
supporting information, p. 4207 - 4210 (2015/06/22)
A mild, elegant, catalyst free, and waste free methodology has been developed for the clear-cut synthesis of a diverse range of nitriles, acrylates, and acrylamides in good to excellent yields using aqueous propan-1,2-diol, a green reaction medium, at ambient temperature. Operational simplicity and recyclability of the reaction medium are added advantages of the methodology.
Cascade synthesis of 2-pyridones using acrylamides and ketones
Rai, Sunil K.,Khanam, Shaziya,Khanna, Ranjana S.,Tewari, Ashish K.
, p. 44141 - 44145 (2015/02/02)
Microwave assisted non-catalytic condensation of 2-cyanoacetamide with aromatic aldehydes, and enolate mediated Michael-type addition to acrylamide followed by oxidative cyclization, produce 2-pyridones in good to excellent yield. Unsymmetrical ketones produce two regioisomeric enolates, therefore thermodynamic and kinetic products of butan-2-one and pentan-2-one have been isolated and fully characterized. This journal is
A simple, efficient, and green protocol for Knoevenagel condensation in a cost-effective ionic liquid 2-hydroxyethlammonium formate without a catalyst
Ying, Anguo,Liang, Huading,Zheng, Renhua,Ge, Changhua,Jiang, Huajiang,Wu, Chenglin
experimental part, p. 579 - 585 (2012/05/05)
Knoevenagel condensation of aromatic aldehydes with active methylene compounds such as malononitrile, ethylcyanoacetate, and cyanoacetamide proceeded very smoothly in reusable and cheap ionic liquid 2-hydroxyethylammonium formate at room temperature in the absence of a catalyst. Compared to other reported ionic liquids, the ionic liquid 2-hydroxyethylammonium formate shows better potential in the applications on the industrial scale with its low cost and viscosity.
Arylcyanoacrylamides as inhibitors of the Dengue and West Nile virus proteases
Nitsche, Christoph,Steuer, Christian,Klein, Christian D.
experimental part, p. 7318 - 7337 (2012/01/05)
The 3-aryl-2-cyanoacrylamide scaffold was designed as core pharmacophore for inhibitors of the Dengue and West Nile virus serine proteases (NS2B-NS3). A total of 86 analogs was prepared to study the structure-activity relationships in detail. Thereby, it turned out that the electron density of the aryl moiety and the central double bond have a crucial influence on the activity of the compounds, whereas the influence of substituents of the amide residue is less relevant. The para-hydroxy substituted analog was found to be the most potent inhibitor in this series with a Ki-value of 35.7 μM at the Dengue and 44.6 μM at the West Nile virus protease. The aprotinin competition assay demonstrates a direct interaction of the inhibitor molecule with active centre of the Dengue virus protease. The target selectivity was studied in a counterscreen with thrombin and found to be 2.8:1 in favor of DEN protease and 2.3:1 in favor of WNV protease, respectively.
Novel, efficient, and green procedure for the Knoevenagel condensation catalyzed by diammonium hydrogen phosphate in water
Balalaie, Saeed,Bararjanian, Morteza,Hekmat, Shohreh,Salehi, Peyman
, p. 2549 - 2557 (2007/10/03)
Knoevenagel condensation of various aromatic and heteroaromatic aldehydes with active methylene compounds like methyl and ethyl cyanoacetate, malononitrile, and cyanoacetamide proceeds smoothly with stirring in water in the presence of 4 mol% of diammoniu
Novel, efficient, and green procedure for the Knoevenagel condensation catalyzed by diammonium hydrogen phosphate in water
Balalaie, Saeed,Bararjanian, Morteza,Hekmat, Shohreh,Salehi, Peyman
, p. 3703 - 3711 (2007/10/03)
Knoevenagel condensation of various aromatic and heteroaromatic aldehydes with active methylene compounds such as methyl and ethyl cyanoacetate, malononitrile, and cyanoacetamide proceeds smoothly with stirring in water in the presence of 4 mol% of diammo
Organic reactions in ionic liquids: Ionic liquids ethylammonium nitrate promoted Knoevenagel condensation of aromatic aldehydes with active methylene compounds
Hu, Yi,Chen, Jue,Le, Zhang-Gao,Zheng, Qin-Guo
, p. 739 - 744 (2007/10/03)
The Knoevenagel condensation of aromatic aldehydes with active methylene compounds proceeded efficiently in a reusable ionic liquid, ethylammonium nitrate, at room temperature in the absence of any catalyst with high yields.
