42205-33-4

Upstream product

• 873-75-6 4-bromobenzenemethanol 
• 105-56-6 ethyl 2-cyanoacetate 
• 64-17-5 ethanol 
• 1122-91-4 4-bromo-benzaldehyde 
• 107-91-5 cyanoacetic acid amide 
• 24856-58-4 1,1-dimethoxy-1-(4-bromophenyl)methane 
• 34421-94-8 4-bromobenzaldehyde diethyl acetal 
• 1187-46-8 ethyl bromocyanoacetate 

Downstream Products

• 158833-80-8 ethyl 2-amino-4-(4-bromophenyl)-5-oxo-4,5-dihydropyrano[3,2-c]chromene-3-carboxylate 
• 77198-64-2 2-Amino-4-(4-bromo-phenyl)-5,6,7,8-tetrahydro-naphthalene-1,3-dicarbonitrile 
• 1122-91-4 4-bromo-benzaldehyde 
• 131387-84-3 4-(4-bromophenyl)-2-oxo-3-(1-pyridino)-5-cyano-3,4-trans-1,2,3,4-tetrahydro-6-pyridinolate 
• 77198-40-4 3-Amino-1-(4-bromo-phenyl)-2,4-dicyano-1,2,6,7,8,8a-hexahydro-naphthalene-2-carboxylic acid ethyl ester 
• 105648-23-5 4-(4-Bromo-phenyl)-6-hydroxy-2-thioxo-1,2-dihydro-pyridine-3,5-dicarbonitrile 

Relevant academic research and scientific papers

Highly Active Copper(I)-Chalcogenone Catalyzed Knoevenagel Condensation Reaction Using Various Aldehydes and Active Methylene Compounds

First copper(I) chalcogenones catalysed Knoevenagel Condensation reactions have been reported. No illustration of the utilization of this copper-chalcogenone complex class in Knoevenagel Condensation catalysis can be found. Thus, copper(I) bis(benzimidazole-2-chalcogenone) catalysts [Cu(L1)4]+BF4? (1) and [Cu(L2)4]+BF4? (2) (L1 = bis(1-isopropyl-benzimidazole-2-selone)-3-ethyl; L2 = bis(1-isopropyl-benzimidazole-2-thione)-3-ethyl) have been utilized as catalysts in the Knoevenagel Condensation reactions. These copper(I) chalcogenone catalysts have shown high efficiency for the catalytic Knoevenagel Condensation of aryl aldehydes and active methylene compounds. In particular, complex 2, exhibit the best catalytic activities. The scope of the catalytic reactions has been investigated with 22 different molecules. The excellent catalytic activity has been depicted for various types of substrates with either electron-rich or deficient aryl aldehydes. The present investigation features relatively mild reaction conditions with good functional group tolerance and excellent yields. Graphic Abstract: The first copper(I)-chalcogenone complexes catalysed Knoevenagel Condensation reactions?have also been investigated, and revealed the best catalytic activities. [Figure not available: see fulltext.]

Overcoming acid–base copolymer neutralization using mesoporous carbon and its catalytic activity in the tandem deacetalization–Knoevenagel condensation reaction

Abstract: Acid–base copolymer materials are of considerable interest because of their fundamental implications for acid–base bifunctional catalysis applications. However, quenching the acid and base sites of the copolymer with each other in free radical polymerizations is still challenging. Herein, we demonstrate that the polymerization of styrenesulfonic acid-co-4-vinylpyridine into the mesoporous carbon material (i.e., CMK-3) can control the chain growth polymerization and result in decreasing the interaction of the acid–base sites. The results showed that by using CMK-3, 40% of the acid and base sites of the copolymer remain in their original form while 60% of acid and base sites convert to the pyridinium and sulfonate forms. Furthermore, it is demonstrated that this material can be processed as a heterogeneous bifunctional acid–base catalyst in the tandem one-pot acid–base reaction (i.e., deacetalization–Knoevenagel condensation reaction) with a high catalytic activity in aqueous media. Graphic abstract: [Figure not available: see fulltext.].

Bismuth (III) Triflate: A Mild, Efficient Promoter for the Synthesis of Trisubstituted Alkenes through Knoevenagel Condensation

In this work, smooth efficient and eco-friendly two component coupling method is reported for the synthesis of Knoevenagel Condensation product in presence of Bi(OTf)3 catalyst under solvent free condition. Catalyst has participated in condensation between substituted aldehydes (aromatic and hetero-aromatic) and active methylene compounds (ethyl cyanoacetate, malononitrile and cyanoacetamide) effectively to generate an excellent yield of the product. Bi(OTf)3 catalyst is stable, inexpensive and easily available was used for four times in this reaction without loss of catalytic activity. [Formula Presented]

Synthesis and Characterization of a Crown-Shaped 36-Molybdate Cluster and Application in Catalyzing Knoevenagel Condensation

A novel crown-shaped 36-molybdate cluster with organophosphonate-functionalized polyoxomolybdates, (NH4)17Na7H12[Co(H2O)TeMo6O21{N(CH2PO3)3}]6·42H2O, has been successfully synthesized and well-characterized. It owns the highest nuclearity in the family of organophosphonate-based polyoxometalates reported so far. Furthermore, for the first time in the field, we illustrated that polyoxomolybdate could work as an effective heterogeneous catalyst for the Knoevenagel condensation reaction with high TOF (7714 h-1) and good recyclability. Impressively, the catalytic performance of 1 was also tested successfully in a large scale (～10 g) reaction, where 89percent of reaction yield and 3216 of TON were afforded.

Cascade reaction synthesis method of 2-(phenylmethylene)malononitrile or derivative thereof

The invention discloses a cascade reaction synthesis method of 2-(phenylmethylene)malononitrile or a derivative thereof. According to the invention, a dendritic acid-alkali catalyst based on cross-linked polystyrene is synthesized, and 2-(phenylmethylene) malononitrile or a derivative thereof is synthesized in batches by successfully applying a cascade reaction into fluid chemistry, so that the method of the invention has advantages of substantially reduced, yield increase and no separation process of a catalyst and a product compared with the traditional test tube reaction.

Physically mixed catalytic system of amino and sulfo-functional porous organic polymers as efficiently synergistic co-catalysts for one-pot cascade reactions

In this article, acid/base bi-functional polymeric materials were prepared using physically mixed porous poly(divinylbenzene-co-4-vinylbenzenesulfonic acid) (P(DVB-VBS)) with sulfonic acid groups and poly(divinylbenzene-co-4-vinylbenzyl amine) (P(DVB-VBA)) with amino groups, which were synthesized by solvothermal polymerization of crosslinker DVB with either phenyl 4-vinylbenzenesulfonate (PVBS) or 4-vinylbenzyl amine hydrochloride (VBAH) functional monomers together with subsequent hydrolyzation or alkaline treatment. The bi-functional polymeric materials were utilized as a synergistic catalytic system for one-pot cascade reactions including deacetalization-Henry condensation reaction, deacetalization-Knoevenagel condensation reaction and the transformation of 3,4-dihydropyran derivatives to α-ester cyclohexenone compounds. The crosslinked polymeric frameworks effectively isolated sulfonic acid and primary amine groups to ensure their roles as both acid and base catalyst simultaneously in a one-pot system. The hierarchical porosity of a physically mixed acid/base co-catalyst system provided the possibility for the multi-step transformation of more complex substrates.

Precise Control of the Oriented Layered Double Hydroxide Nanosheets Growth on Graphene Oxides Leading to Efficient Catalysts for Cascade Reactions

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.

Amino- and sulfo-bifunctionalized hyper-crosslinked organic nanotube frameworks as efficient catalysts for one-pot cascade reactions

In this paper, novel amino- and sulfo-bifunctionalized hyper-crosslinked organic nanotube frameworks (H-ONTFs) were directly prepared by templating core-shell bottlebrush copolymers via a Friedel-Crafts (F-C) alkylation reaction, in which the acidic sites were anchored into the wall of nanotubes and basic sites were introduced onto the inner layer wall of nanotubes through a rational molecular design strategy. The resulting acid-base bifunctionalized H-ONTFs showed excellent catalytic activities for one-pot deacetalization-Knoevenagel cascade reactions due to their open-ended structure, large surface area and good multi-porosity interconnectivity.

Prolinamide functionalized polyacrylonitrile fiber with tunable linker length and surface microenvironment as efficient catalyst for Knoevenagel condensation and related multicomponent tandem reactions

A series of new prolinamide polyacrylonitrile fiber catalysts with tunable length of alkyl linker and different linker group were prepared by covalent bonding for the first time and well characterized by mechanical strength, FT-IR, XRD, EA, TGA, SEM and water contact angel. The catalytic activities of these fiber catalysts were evaluated in Knoevenagel condensation and one-pot Knoevenagel-Michael multicomponent tandem reactions to synthesize α, β-unsaturated nitrile and 2-amino-4H-chromene derivatives in water. The result show that the suitable linker length attaching amines to fiber matrix as well as the constructed hydrophobic microenvironment by linker group within the surface layers of fiber materials effectively promotes the reactions. In addition, the good swollen capacity of fiber in solvent ensure that the reaction proceed well. Fiber catalyst PANPA?2F modified by prolinamide with a C2 alkyl chain exhibited the best catalytic performance and can be easily recovered and reused for at least ten consecutive cycles without significant loss of catalytic activity and active sites leaching.

Heterogeneous basic catalyst and continuous flow preparing method for alpha, beta-unsaturated compound based on heterogeneous basic catalyst

The invention discloses a preparing method for a heterogeneous basic catalyst. The preparing method includes the steps that chlorine balls, a nitrogen-containing compound and a solvent are put into areaction container, pH is adjusted, and the mixture reac