14394-73-1

Upstream product

• 3132-99-8 m-bromobenzoic aldehyde 
• 105-56-6 ethyl 2-cyanoacetate 
• 75148-49-1 3-bromobenzaldehyde diethylacetal 
• 67073-72-7 3-bromobenzaldehyde dimethyl acetal 

Downstream Products

• 86290-05-3 (2Z,4E)-6-(3-Bromo-benzyl)-6-cyano-2,5-dimethyl-hepta-2,4-dienedioic acid 7-ethyl ester 1-methyl ester 
• 81829-60-9 2-Amino-4-(3-bromo-phenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylic acid ethyl ester 
• 503065-46-1 (5Z)-5-(3-bromo-benzylidene)-2-thioxo-imidazolidin-4-one 
• 1239019-87-4 (1R,2R)-diethyl 2-(3-bromophenyl)-1-cyanocyclopent-3-ene-1,3-dicarboxylate 
• 1619915-61-5 C₂₀H₁₆BrNO₃ 
• 1372800-91-3 (1R,2R,3R)-triethyl 3'-bromo-2-cyano-1,2,3,6-tetrahydro-[1,1'-biphenyl]-2,3,4-tricarboxylate 
• 1325732-59-9 diethyl 6-(3-bromophenyl)-1-cyanocyclohex-3-ene-1,3-dicarboxylate 

Relevant academic research and scientific papers

Cross-Linked Polyamine from Imidazolium-Based Materials: A Simple Route to Useful Catalytic Materials

Cross-linked polyamine-based materials were easily prepared by reduction of the corresponding cross-linked imidazolium-based materials with sodium borohydride in hot ethanol. Overall, the synthetic procedure is based on the polymerization of a suitable bis-vinylimidazolium salt with or without a suitable support, such as silica or silica-coated magnetic nanoparticles (γ-Fe2O3@SiO2), followed by reduction. This simple approach allows the synthesis of materials based on a network of secondary and tertiary amines. Materials were characterized by 13C cross-polarization magic angle spinning NMR (13C CPMAS NMR), proton spin-lattice relaxation times in the rotating frame (T1ρH) and thermogravimetric analysis (TGA). Cross-linked polyamine-based materials were used as recoverable catalyst for Knoevenagel reaction. High yields of the condensation products were obtained and up to 11 cycles were carried out.

Straightforward syntheses of nitriles, acrylates, and acrylamides in aqueous propan-1,2-diol: A catalyst free and waste free methodology

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.

Synthesis and biological activities of new phthalimide and thiazolidine derivatives

The combination of pharmacophoric nuclei with different targets has been a strategy for the development of new drugs aimed at improving cancer treatment. A series of ten novel phthalimido-thiazolidine-2-4-dione derivatives were synthesized by two different synthetic routes. The compounds were tested and evaluated in vitro, through antineoplastic activities against cancer cells. Cell cycle analysis and clonogenic assay were also performed. The synthesized FT-12 compound (9j) exhibited antiproliferative activity against Panc-1, Sk-mel-28, and PC-3 cells. FT-12 reduced the ability to form new clones, also caused irreversibility in cell cycle, inducing arrest in the S phase. Besides, the compound (FT-12) induced necrosis and apoptosis. The results suggest that phthalimido-thiazolidine derivatives may be useful in cancer therapy, highlighting compound FT-12 (9j) as a promising candidate. However, more studies must be carried out to confirm its viability.

Silica bonded N-(propylcarbamoyl)sulfamic acid (SBPCSA) as a highly efficient and recyclable solid catalyst for the synthesis of Benzylidene Acrylate derivatives: Docking and reverse docking integrated approach of network pharmacology

A green approach has been developed for the synthesis of a series of benzylidene acrylate 3(a-p) from differently substituted aromatic/heterocyclic aldehydes and ethyl cyanoacetate in excellent yields (90–98%), and employing silica bonded N-(Propylcarbamoyl)sulfamic acid as a recyclable catalyst under solvent-free condition. The molecular structure of compounds 3b, 3d and 3i were well supported by single-crystal X-ray crystallographic analysis. The present protocol bears wide substrate tolerance and is believed to be more practical, efficient, eco-friendly, and compatible as compared to existing methods. In-silico approaches were implemented to find the biochemical and physiological effects, toxicity, and biological profiles of the synthesized compounds to determine the expected biological nature and confirm a drug-like compound. A molecular docking study of the expected biologically active compound was performed to know the hypothetically binding mode with the receptor. Also, reverse docking is applied to recognize receptors from unknown protein targets for drug-like compounds to explain poly-pharmacology and binding postures with different receptors.

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.

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.].

Molybdenum oxide nanoparticles as recyclable heterogeneous catalyst for synthesis of arylidene ethyl cyanoacetates

This work reports an adapted route to the highly efficient synthesis of arylidene ethyl cyanoacetate derivatives in the presence of catalytic amounts of molybdenum oxide nanoparticles (MoO3 NPs) under green conditions at ambient temperature. From the reaction, a wide range of novel arylidene ethyl cyanoacetates was successfully synthesized with high yields from the Knoevenagel condensation reaction between various aryl aldehydes and ethyl cyanoacetate in the presence of MoO3 nanoparticles. The capability of catalyst to separate from the reaction mixture and then reuse is another advantage of this reaction. Furthermore, obtained products belong to analogous of organic compounds that have shown biological activity, and can be used pharmaceutics.

Amino Acid Amide based Ionic Liquid as an Efficient Organo-Catalyst for Solvent-free Knoevenagel Condensation at Room Temperature

Abstract: Ionic liquids of amino acid amide were synthesized and used as an efficient catalyst for solvent-free Knoevenagel condensation. Synthesized ionic liquids are an environmentally benign, inexpensive, metal free and plays the dual role of solvent as well as an efficient catalyst for Knoevenagel condensation. A wide range of aliphatic, aromatic and heteroaromatic aldehydes easily undergo condensation with malononitrile and ethyl cyanoacetate. The reaction proceeds at room temperature without using any organic solvent and is very fast with good to excellent yield. Additionally, the catalyst is easily separable and recyclable without loss of activity. Graphic Abstract: [Figure not available: see fulltext.].

The Knoevenagel condensation using quinine as an organocatalyst under solvent-free conditions

The Knoevenagel condensation between active methylene compounds and aromatic carobonyl compounds has been developed using quinine as an organocatalyst to afford various electrophilic alkenes in excellent yields (up to 90%). In the presence of a catalytic amount of quinine (15 mol%), the reaction proceeded at room temperature (RT) under solvent-free conditions. In this green approach, the organocatalyst was recovered and recycled for up to four cycles without appreciable loss of activity.

Hypervalent Iodine(III)-Catalyzed Epoxidation of β-Cyanostyrenes

A convenient approach for the synthesis of β-cyanoepoxides is illustrated by iodine(III)-catalyzed epoxidation of electron-deficient β-cyanostyrenes, wherein the active catalytic iodine(III) species was generated in situ. The epoxidation of β-cyanostyrenes was performed using 10 molpercent PhI as precatalyst in the presence of 2.0 equivalents Oxone as an oxidant and 2.4 equivalents of TFA as an additive at room temperature under ultrasonic radiations. The β-cyanoepoxides were isolated in good to excellent yields in a short reaction time.