- Oxidative Olefination of Benzylamine with an Active Methylene Compound Mediated by Hypervalent Iodine (III)
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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.
- Rupanawar, Bapurao D.,Veetil, Sruthi M.,Suryavanshi, Gurunath
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p. 6232 - 6239
(2019/11/05)
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- Synthesis of 2-cyanoacrylamides through Pd-catalyzed monohydration of methylenemalononitriles
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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
- Liu, Yingtian,Dang, Xinxin,He, Yu,Bai, Hudong,Chen, Xuehong,Li, Jun-Long,Fan, Junting,Jiang, Hezhong,Li, Jiahong
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p. 662 - 671
(2019/02/20)
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- Triflic acid-catalyzed metal-free synthesis of (: E)-2-cyanoacrylamides and 3-substituted azetidine-2,4-diones
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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
- Rupanwar, Bapurao D.,Chavan, Santosh S.,Shelke, Anil M.,Suryavanshi, Gurunath M.
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supporting information
p. 6433 - 6440
(2018/04/23)
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- Cascade Synthesis of 2-Cyanoacrylamides through Deacetalization and/or Knoevenagel Condensation followed by Selective Monohydration of Acetals and Aldehydes over Solid Acid Ferrites
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A new protocol of cascade synthesis for biologically active 2-cyanoacrylamides (1) was developed. The reaction proceeds over a novel magnetically retrievable solid-acid composite of iron oxide, poly(vinylpyrrolidone) and phosphotungstic acid (Fe3O4/PVP–PWA) in AcOH–H2O medium under reflux conditions. This transformation is facilitated through single-site Br?nsted acid catalyzed cascade reactions involving deacetalization and/or Knoevenagel condensation followed by selective monohydration of nitriles starting from acetals (5) and aldehydes (2) with malononitrile (3). A series of aldehydes, dimethyl and diethyl acetals, along with some heterocyclic aldehydes were successfully transformed to 2-cyanoacrylamides with >95 % yields. TEM images confirmed the coating of the PVP over nanosized Fe3O4. Stereoselective monohydration of 2-benzylidenemalononitriles (4) to E isomers was demonstrated by NOESY experiments. The catalyst could be efficiently recycled seven times on employment of both acetals and aldehydes as substrates, as a result of its magnetic nature.
- Kamble, Sumit B.,Rode, Chandrashekhar V.
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p. 2678 - 2687
(2016/08/30)
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- Cyanoacetamide based barbiturates, thiobarbiturates and their biological studies
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Various cyanoacetamide based Knoevenagel adducts were coupled with barbituric acid/thiobarbituric acid and triethylorthoformate via a one pot three component reaction in 2-butanol availing the desired compound in excellent yields. All the synthesized comp
- Nazish, Khalil Ahmed,Rauf, Abdul,Sharif, Ahsan,Ahmed, Ejaz,Nasim, Faiz-Ul Hassan,Yaqoob, Asma,Qureshi, Ashfaq Mahmood
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p. 1047 - 1055
(2016/01/12)
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- Cascade synthesis of 2-pyridones using acrylamides and ketones
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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
- Rai, Sunil K.,Khanam, Shaziya,Khanna, Ranjana S.,Tewari, Ashish K.
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p. 44141 - 44145
(2015/02/02)
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- 5-Phenyl-1,2,3,4-tetrahydronaphthalene derivatives: Synthesis, spectroscopic and electrochemical investigation
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A series of novel dyes, whose structures are based on 5-phenyl-1,2,3,4- tetrahydronaphthalene skeleton have been fully synthesized and characterized. The dyes were prepared in two-stage synthesis reaction. The 2-cyano-3-[4- aminophenyl]-2-propenamide deri
- Pietrzak, Marek,Bajorek, Agnieszka
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- Homogeneous and stereoselective copper(II)-catalyzed monohydration of methylenemalononitriles to 2-cyanoacrylamides
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A facile and efficient route for the homogeneous and highly stereoselective monohydration of substituted methylenemalononitriles to (E)-2-cyanoacrylamides catalyzed by copper(II) acetate monohydrate in acetic acid containing 2% water is described, and a mechanism is proposed. The protocol has proved to be suitable for the monohydration of dicyanobenzenes and 2-substituted malononitriles.
- Xin, Xiaoqing,Xiang, Dexuan,Yang, Jiming,Zhang, Qian,Zhou, Fenguo,Dong, Dewen
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p. 11956 - 11961
(2014/01/06)
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- Regiospecific Mno2 catalyzed hydration of phenylmethylene malononitriles to cyanophenylacrylamides by oximes
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A novel and convenient method for the regiospecific hydration of phenylmethylene malononitriles to cyanoacrylamides was developed; Scope of the method and reaction conditions were optimized extensively, the method was found to be extremely successful in h
- Rauf, Abdul,Awan, Faisal Saleem,Mumtaz, Saira,Sharif, Ahsan,Ahmed, Ejaz,Arshad, Muhammad,Kausar, Farzana,Yasmin, Ghazala,Qureshi, Ashfaq Mahmood
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experimental part
p. 728 - 731
(2012/08/07)
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- Synthesis of polysubstituted dihydropyridines by four-component reactions of aromatic aldehydes, malononitrile, arylamines, and acetylenedicarboxylate
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A practical and efficient procedure for the preparation of the polysubstituted dihydropyridines was developed through a unique four-component reaction of aromatic aldehydes, malononitrile, arylamines, and acetylenedicarboxylate in ethanol in the presence of triethylamine as a base promoter. This four-component reaction is atom-efficient, high-yielding, and applicable to a wide variety of four-component reactions.
- Sun, Jing,Xia, Er-Yan,Wu, Qun,Yan, Chao-Guo
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supporting information; experimental part
p. 3678 - 3681
(2010/10/03)
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- Novel, efficient, and green procedure for the Knoevenagel condensation catalyzed by diammonium hydrogen phosphate in water
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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
- Balalaie, Saeed,Bararjanian, Morteza,Hekmat, Shohreh,Salehi, Peyman
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p. 2549 - 2557
(2007/10/03)
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- Novel, efficient, and green procedure for the Knoevenagel condensation catalyzed by diammonium hydrogen phosphate in water
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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
- Balalaie, Saeed,Bararjanian, Morteza,Hekmat, Shohreh,Salehi, Peyman
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p. 3703 - 3711
(2007/10/03)
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- Knoevenagel condensation in heterogeneous phase catalyzed by IR radiation and Tonsil Actisil FF
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Infrared radiation promoted the synthesis of benzylidenemalononitriles, benzylidenecyanoacetamides and benzylidenecyanoacetic acids by condensation of aromatic aldehydes with the corresponding active methylene compound in the presence of Tonsil Actisil FF, without solvent. Mass of catalyst, solvent, and reaction time were assessed in order to improve the efficiency of this process.
- Obrador, Esteban,Castro, Martin,Tamariz, Joaquin,Zepeda, Gerardo,Miranda, Rene,Delgado, Francisco
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p. 4649 - 4663
(2007/10/03)
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- Therapy for diabetic complications
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This invention provides a method of treating diabetic complications in mammals which comprises the administration of a compound of the Formula I: STR1 in which n, R1, R2, R3, and R4 are variables.
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- Reaction of Cyanoacetamide with Some Diazonium Salts, Carbonyl Compounds and Michael Donors
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Some arylazo-cyanoacetamides (Ia-c) have been prepared and treated with benzaldehyde to give the corresponding triazine derivatives (IIa-c).Fusion of cyanoacetamide with phthalic anhydride and benzaldehydes affords phthalidylidene-cyanoacetamide (III) and arylidene-cyanoacetamides (Va-c) respectively.Further reactions of these products have been investigated.
- El-Housseni, M. S.,Hassan, H. M.,Fadda, A. A.,Habib, O. M. O.
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p. 1119 - 1121
(2007/10/02)
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