41109-96-0Relevant academic research and scientific papers
A simple, efficient and green procedure for the Knoevenagel condensation of aldehydes with N-methylpiperazine at room temperature under solvent-free conditions
Mukhopadhyay, Chhanda,Datta, Arup
, p. 2103 - 2112 (2008)
Knoevenagel condensation of aromatic, aliphatic, and heteroaromatic aldehydes with active methylene compounds such as ethylcyanoacetate, malononitrile, and cyanoacetamide proceed very smoothly at room temperature by simply mixing the ingredients together under solvent-free conditions in the presence of N-methylpiperazine in excellent yields of the E-configured products. Copyright Taylor & Francis Group, LLC.
Knoevenagel condensation in aqueous media promoted by 2,2′-bipyridinium dihydrogen phosphate as a green efficient catalyst
Darvishzad, Shila,Daneshvar, Nader,Shirini, Farhad,Tajik, Hassan
, p. 2973 - 2984 (2021/04/19)
A 2,2′-Bipyridine-based ionic compound named 2,2′-bipyridinium dihydrogen phosphate was synthesized by addition of phosphoric acid to a solution of 2,2′-Bipyridine in dichloromethane. After the characterization using FT-IR, mass, 1H, 13C and 31P NMR techniques, it was used as a Bronsted dicationic acidic catalyst for the promotion of the synthesis of 2-arylidene malononitrile and 5-arylidene barbituric acid derivatives via Knoevenagel condensation reaction in water. Some of the advantages of this method are the utilization of an easy preparable, cost-effective and eco-friendly organic salt as a catalyst within high rates and yields of the reactions, simple and quick work-up and acceptable reusability of the catalyst.
Precise Control of the Oriented Layered Double Hydroxide Nanosheets Growth on Graphene Oxides Leading to Efficient Catalysts for Cascade Reactions
Zhang, Wei,Wang, Zelin,Zhao, Yufei,Miras, Haralampos N.,Song, Yu-Fei
, p. 5466 - 5474 (2019/11/13)
In recent years, great attention has been paid to cascade reactions, which can improve efficiency and reduce waste production by implementing several consecutive reactions. Herein, two bifunctional catalysts were successfully prepared by precise control of the oriented layered double hydroxides (LDHs) growth on graphene oxides (GO) using a single-drop and co-precipitation method, respectively. The resultant Ru/LDH-GO-P and Ru/LDH-GO-V composites were characterized by EXAFS, FT-IR, XRD, TG-DTA, BET, XPS, TEM, CO2-TPD, O2-TPD, etc. The catalytic performance of Ru/LDH-GO-P and Ru/LDH-GO-V for one-pot oxidation-Knoevenagel condensation reaction showed significant difference under the same experimental conditions, in which the Ru/LDH-GO-P showed 99 % conversion and 99 % selectivity, in marked contrast of 60.7 % conversion and 47.9 % selectivity using Ru/LDH-GO-V as catalyst. The large enhancement of the catalytic performance using Ru/LDH-GO-P can be attributed to the following reasons: 1) the Co3+ centers in Ru/LDH-GO-P can promote the formation of surface oxygen vacancies that can adsorb and activate O2 to get better performance; 2) the Ru/LDH-GO-P exhibited larger BET surface and more medium-strong basic active sites than the Ru/LDH-GO-V. Moreover, the Ru/LDH-GO-P catalyst can be easily recovered from the reaction system and reused for at least five times without obvious deterioration of its catalytic activity or structural integrity.
Chiral-at-Metal Rh(III) Complex Catalyzed Cascade Reduction-Michael Addition Reaction
Wan, Qian,Li, Shiwu,Kang, Qiang,Yuan, Yaofeng,Du, Yu
, p. 15201 - 15211 (2019/11/19)
An enantioselective three-component cascade reduction-Michael addition reaction catalyzed by chiral-at-metal Rh(III) complexes has been developed. With a Hantzsch ester as the hydride source, a number of malononitrile derivatives were prepared in good yie
Molybdenum carbide as an efficient and durable catalyst for aqueous Knoevenagel condensation
Tavakolian, Mina,Najafpour, Mohammad Mahdi
, p. 16437 - 16440 (2019/11/11)
By following green chemistry principles, various molybdenum compounds as cost-effective, commercially available, heterogeneous, and benign catalysts were used for the Knoevenagel condensation reaction. Among the compounds (Mo2C, MoS2, MoB, MoSi2), molybdenum carbide showed efficient performance for the Knoevenagel condensation in aqueous media at room temperature, affording the corresponding products in high yields within a short reaction time. Notably, using this commercially available heterogeneous catalyst, the deacetalization-Knoevenagel condensation of benzaldehyde dimethyl acetal and malononitrile at room temperature could successfully proceed in excellent yield. Molybdenum carbide could be recovered five times without loss of activity with an operationally simple procedure.
Nmp-based ionic liquids: Recyclable catalysts for both hetero-Michael addition and Knoevenagel condensation in water
Yang, Pengkun,Liu, Yawei,Chai, Ling,Lai, Zhenzhen,Fang, Xiaomin,Liu, Baoying,Zhang, Wenkai,Lu, Minghua,Xu, Yuanqing,Xu, Hao
supporting information, p. 1060 - 1067 (2018/05/23)
A series of novel N-methyl piperidine (Nmp)-based ionic liquids with 1,2-propanediol group are synthesized and used as catalysts for both hetero-Michael addition of α,β-unsaturated amides and Knoevenagel condensation at room temperature in water; and all the examined substrates could be transformed into corresponding products in good to excellent yields. Meanwhile IL-catalyzed hetero-Michael addition of α,β-unsaturated amides in water has not been reported in the previous literatures. Additionally, the catalyst is recyclable for the two reactions. This finding provides a green catalyst for both hetero-Michael addition of α,β-unsaturated amides and Knoevenagel condensation in water.
Porous Organic Polymers Constructed from Tr?ger's Base as Efficient Carbon Dioxide Adsorbents and Heterogeneous Catalysts
Dai, Zhifeng,Tang, Yongquan,Sun, Qi,Liu, Xiaolong,Meng, Xiangju,Deng, Feng,Xiao, Feng-Shou
, p. 1900 - 1904 (2018/04/30)
Through a radical solvothermal polymerization method, we synthesized two porous organic polymers based on Tr?ger's base (POP-TB and POP-Me-TB) from the corresponding vinyl-functionalized monomers (2,8-divinyl-6H,12H-5,11-methanodibenzo[b,f]diazocine and 2
Nitrile-assisted oxidation over oxidative-annulation: Pd-catalyzed α,β-dehydrogenation of α-cinnamyl β-keto nitriles
Nallagonda, Rajender,Reddy, Reddy Rajasekhar,Ghorai, Prasanta
supporting information, p. 7317 - 7320 (2017/09/25)
A palladium-catalyzed oxidation reaction is disclosed where the nitrile functionality on the substrate simply changes the course of the reaction. Our previous finding showed that using the Pd(ii)-catalyst in the presence of benzoquinone as an oxidant, 2-cinnamyl-1,3-dicarbonyls provides functionalized furans via oxidative cyclization. When a nitrile group is replaced with one of the carbonyl functionalities of the same substrate, the oxidative cyclization was completely suppressed; instead, the oxidation at the α,β-position occurred to provide α,β,γ,δ-diene containing β-keto nitriles.
Knoevenagel condensation catalyzed by novel Nmm-based ionic liquids in water
Xu, Hao,Pan, Liyang,Fang, Xiaomin,Liu, Baoying,Zhang, Wenkai,Lu, Minghua,Xu, Yuanqing,Ding, Tao,Chang, Haibo
supporting information, p. 2360 - 2365 (2017/05/29)
A series of novel N-methyl morpholine (Nmm) based ionic liquids with 1,2-propanediol group were synthesized and used as catalysts for Knoevenagel condensation at room temperature in water. Under the effect of the catalyst, various aldehydes or aliphatic ketones could react with a wide range of activated methylene compounds well, including malononitrile, alkyl cyanoacetate, cyanoacetamide, β-diketone, barbituric acid, 2-arylacetonitrile and thiazolidinedione. Furthermore, most of the products could be separated just by filtrating and washing with water. Additionally, the catalyst is recyclable and applicable for the large-scale synthesis.
The synthesis of a bifunctional copper metal organic framework and its application in the aerobic oxidation/Knoevenagel condensation sequential reaction
Miao, Zongcheng,Luan, Yi,Qi, Chao,Ramella, Daniele
supporting information, p. 13917 - 13924 (2016/09/09)
A novel one-pot aerobic oxidation/Knoevenagel condensation reaction system was developed employing a Cu(ii)/amine bifunctional, basic metal-organic framework (MOF) as the catalyst. The sequential aerobic alcohol oxidation/Knoevenagel condensation reaction was efficiently promoted by the Cu3TATAT MOF catalyst in the absence of basic additives. The benzylidenemalononitrile product was produced in high yield and selectivity from an inexpensive benzyl alcohol starting material under an oxygen atmosphere. The role of the basic functionality was studied to demonstrate its role in the aerobic oxidation and Knoevenagel condensation reactions. The reaction progress was monitored in order to identify the reaction intermediate and follow the accumulation of the desired product. Lastly, results showed that the yield was not significantly compromised by the reuse of a batch of catalyst, even after more than five cycles.
