99842-68-9

Upstream product

• 60-12-8 2-phenylethanol 
• 372-09-8 cyanoacetic acid 
• 103-63-9 1-phenyl-2-bromoethane 
• 105-56-6 ethyl 2-cyanoacetate 
• 105-34-0 methyl 2-cyanoacetate 

Downstream Products

• 132465-03-3 phenethyl 2-cyano-3-(3,4-dihydroxyphenyl)-2-propenoate 
• 15802-18-3 2-cyanoacrylic acid 
• 132464-98-3 (E)-2-Cyano-3-(3-hydroxy-phenyl)-acrylic acid phenethyl ester 

Relevant academic research and scientific papers

PROCESS FOR PREPARING ELECTRON DEFICIENT OLEFIN PRECURSORS

This invention relates to a process for producing electron deficient olefin precursors, such as 2-cyanoacetates, using an acid catalyzed esterification reaction.

PROCESS FOR PREPARING ELECTRON DEFICIENT OLEFINS

This invention relates to a process for preparing electron deficient olefins, such as 2-cyanoacrylates, using an acid catalyzed two-step process including an esterification reaction followed by a Knoevenagel condensation reaction.

Palladium-Catalyzed Direct Arylation of C(sp3)-H Bonds of α-Cyano Aliphatic Amides

Pd(OAc)2-catalyzed arylation of C(sp3)-H bonds in α-cyano-α-methyl aliphatic amides is achieved in the presence of 8-aminoquinoline, as a removable directing group, using Mn(OAc)2 and Na2CO3. The current strategy enables the placement of an aryl/heteroaryl group at the β-position of α-cyano aliphatic acids for the first time. Wide functional group tolerance and easily accessible starting materials provide an efficient protocol for the synthesis of arylated α-cyano amides. Furthermore, the synthetic utility of the products has been demonstrated by their efficient conversions to medicinally important α,α-dialkylated acid and β-amino acid derivatives.

Synthesis and structure-activity relationship study of substituted caffeate esters as antinociceptive agents modulating the TREK-1 channel

The TWIK-related K+ channel, TREK-1, has recently emerged as an attractive therapeutic target for the development of a novel class of analgesic drugs. It has been reported that TREK-1 -/- mice were more sensitive than wild-type mice to painful stimuli, suggesting that activation of TREK-1 could result in pain inhibition. Here we report the synthesis of a series of substituted caffeate esters (12a-u) based on the hit compound CDC 2 (cinnamyl 3,4-dihydroxyl-α-cyanocinnamate). These analogs were evaluated for their ability to modulate TREK-1 channel by electrophysiology and for their in vivo antinociceptive activity (acetic acid induced-writhing assay) leading to the identification a series of novel molecules able to activate TREK-1 and displaying potent analgesic activity in vivo.

METHOD FOR THE PREPARATION OF PHOSPHINE BUTADIENE LIGANDS, COMPLEXES THEREOF WITH COPPER AND USE THEREOF IN CATALYSIS

The present invention relates to a method for preparing phosphine butadiene-type ligands, and their use, particularly as catalytic metal ligands used in the reactions leading to the formation of carbon-carbon and carbon-heteroatom bonds.

A nucleophilic Fe catalyst for transesterifications under neutral conditions

Carboxylic esters belong to the most important functional groups in organic chemistry. Strong efforts have been made in developing mild catalytic procedures for their preparation. Among the various methods developed to date, transesterifications have occupied an important space. In the present paper, a new catalytic method for this process based on the use of nucleophilic Fe(-II) complexes is presented. Evidence for the formation of an intermediate acyl Fe complex will be presented as well as investigations on scope and limitations.

Stereochemistry of Knoevenagel condensation products from cyanoacetates and aromatic aldehydes

The C-13 long-range selective proton decoupling method and X-ray crystallographic analysis were employed to determine the stereochemistry of the caffeic acid derivatives, extremely potent 12-lipoxygenase inhibitors, synthesized from cyanoacetates and arom

DERIVATIVE OF CAFFEIC ACID AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME

Novel derivatives of caffeic acid of the general formula (I): wherein X is hydrogen atom or hydroxy; R 1 is hydrogen atom, a straight or branched alkyl or alkenyl having 1 to 20 carbon atoms or a group of the formula wherein n is an integer of 1 to 10; Z