32180-41-9

Upstream product

• 687-48-9 ethyl N,N-dimethylcarbamate 
• 78-38-6 ethylphosphonic acid diethyl ester 
• 100-52-7 benzaldehyde 
• 1895-97-2 2-methyl-3-phenylacrylic acid 
• 35086-87-4 (E)-2-methyl-3-phenylacryloyl chloride 
• 124-40-3 dimethyl amine 
• 137-26-8 Thiram 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 1246788-92-0 2-methyl-3-phenyl-5-(trifluoromethyl)cyclopent-2-en-1-one 
• 1246788-81-7 (E)-2-methyl-1-phenyl-4-(trifluoromethyl)penta-1,4-dien-3-one 

Relevant academic research and scientific papers

Copper-Photocatalyzed Contra-Thermodynamic Isomerization of Polarized Alkenes

The contra-thermodynamic isomerization of α- and β-substituted cinnamate derivatives catalyzed by the Cu(OAc)2/rac-BINAP complex under blue light irradiation is reported. The use of an oxazolidinone template, which favored the complexation of the copper catalyst to the substrate, allowed the E → Z isomerization of the catalytically formed chromophore under simple and robust reaction conditions in good to excellent ratios. The mechanism of this process based on the transient formation of a chromophore was also studied.

Synthesis of Cinnamides via Amidation Reaction of Cinnamic Acids with Tetraalkylthiuram Disulfides Under Simple Condition

A facile and efficient methodology for the synthesis of cinnamides has been achieved under metal- and additive-free conditions. This method allows the efficient C–N cross-coupling of diverse cinnamic acids with tetraalkylthiuram disulfides through a simply mixing operation in 1,2-dichloroethane at 100 °C. The protocol provides a direct approach to cinnamides and is featured with readily available starting materials and broad substrate scope, which shows its practical synthetic value in organic synthesis.

Preparation method of cinnamamide (by machine translation)

The synthesis system disclosed by the invention has the advantages of simple :(1) reaction conditions, wide, reaction conditions, reaction conditions, wide ;(2) substrate range, high yield (1) and wide application range, and the reaction liquid, can be used as an anti-cancer drug, anti-anti-tumor and spice precursor compound in an organic solvent to prepare a corresponding cinnamide compound, product cinnamide . The synthesis system disclosed by the invention has a broad spectrum . The synthesis system disclosed by the invention has a broad spectrum of biological activity, and is suitable for popularization and application, in the following steps, synthesizing cinnamic acid and thiuram disulfide as a raw material, in an organic, solvent, and purifying, parts by mass, separation and purification of the obtained reaction, solution in an organic solvent. (by machine translation)

Amidation reaction of carboxylic acid with formamide derivative using SO3?pyridine

The amidation reaction of carboxylic acid derivatives was developed using sulfur trioxide pyridine complex (SO3?py) as a commercially available and easily handled oxidant. This method could be applied to the reaction of various aromatic and aliphatic carboxylic acids, including optically active ones, with formamide derivatives to afford the corresponding amides in good to high yields.

Copper-catalyzed synthesis of α,β-unsaturated acylamides via direct amidation from cinnamic acids and N-substituted formamides

A highly effective synthesis of α,β-unsaturated acylamides is reported for the first time via copper-catalyzed direct amidation between readily available cinnamic acids and N-substituted formamides. The protocol was easily accessible and practical.

Copper catalyzed cross-coupling reactions of carboxylic acids: An expedient route to amides, 5-substituted γ-lactams and α-acyloxy esters

A convenient and recyclable catalytic protocol for the synthesis of N,N-dimethyl substituted amides, 5-substituted γ-lactams and α-acyloxy ethers from carboxylic acids using CuO nanoparticles and TBHP is described.

Structure and Photoisomerization of (E)- and (Z)-Cinnamamides and Their Lewis Acid Complexes

The spectroscopic properties and photoisomerization reactions of several (E)- and (Z)-cinnamamides have been investigated in the absence and presence of the strong Lewis acid BF3.The (E)-cinnamamides are essentially planar and exist predominantly in the enone s-cis conformation, except in the case of the α-methyl tertiary amide which adopts the s-trans conformation in order to minimize nonbonded repulsion.The (Z)-cinnamamides exist predominantly in the highly nonplanar s-trans conformation.This unusual conformational preference is attributed to intramolecular charge transfer from the aromatic to amide functionality.Photoisomerization efficiencies are dependent upon N-alkylation, aromatic substitution, α-alkylation, and excitation wavelength.These effects are attributed to the existence of two lowest energy ?,?* singlet states (one reactive and one nonreactive) whose relative energies are dependent upon substitution.The cinnamamides form 1:1 complexes with BF3 with equilibrium constants >103.Complexation alters both the electronic structure and photochemical behavior of the cinnamamides.Quantitative E -> Z isomerization has been observed for the BF3 complexes of two tertiary amides.

PHOSPHONATES α-LITHIES, AGENTS DE TRANSFERT FONCTIONNEL. PREPARATION DE PHOSPHONATES α-AMIDES ET D'AMIDES α,β-INSATURES, α-SUBSTITUES

Lithiated anions (9) or (10) of secondary or tertiary α-amidophosphonates are prepared either by reaction between an α-phosphonyl carbanion and an isocyanate or a carbamate (first strategy), or by condensation of an amide enolate with diethylchlorophosphate (second strategy).Acidic hydrolysis of (9) or (10) gives α-amidophosphonate (1) alkylated or not in the α-position. (9) and (10) react with aromatic or aliphatic aldehydes to produce α,β-unsatured secondary or tertiary amides (2).