21469-75-0

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 440357-42-6 N,N-dimethyl(triphenylsilyl)acetamide 
• 127-19-5 N,N-dimethyl acetamide 
• 873-76-7 para-Chlorobenzyl alcohol 
• 35086-79-4 cinnamoyl chloride 
• 506-59-2 N,N-dimethylammonium chloride 
• 1615-02-7 3-(4-chlorophenyl)prop-2-enoic acid 
• 98-80-6 phenylboronic acid 
• 2680-03-7 N,N-Dimethylacrylamide 
• 74-11-3 para-chlorobenzoic acid 
• 137-26-8 Thiram 
• 68-12-2 N,N-dimethyl-formamide 
• 1400743-18-1 3-(4-chlorophenyl)-3-hydroxy-N,N-dimethylpropanamide 

Relevant academic research and scientific papers

Lewis Basic Salt-Promoted Organosilane Coupling Reactions with Aromatic Electrophiles

Lewis basic salts promote benzyltrimethylsilane coupling with (hetero)aryl nitriles, sulfones, and chlorides as a new route to 1,1-diarylalkanes. This method combines the substrate modularity and selectivity characteristic of cross-coupling with the practicality of a base-promoted protocol. In addition, a Lewis base strategy enables a complementary scope to existing methods, employs stable and easily prepared organosilanes, and achieves selective arylation in the presence of acidic functional groups. The utility of this method is demonstrated by the synthesis of pharmaceutical analogues and its use in multicomponent reactions.

Palladium-Catalyzed Decarbonylative Heck Coupling of Aromatic Carboxylic Acids with Terminal Alkenes

A palladium-catalyzed decarbonylative alkenylation of aromatic carboxylic acids was developed. Under the reaction conditions, various benzoic acids including those bearing functional groups coupled to terminal alkenes, producing the corresponding internal alkenes in good to high yields. Cinnamic acids and bioactive benzoic acids such as 3-methylflavone-8-carboxylic acid, probenecid, adapalin, and febuxostat were also applicable to this reaction, demonstrating the potential synthetic value of this new reaction in organic synthesis.

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)

Visible-light-promoted oxidation/condensation of benzyl alcohols with dialkylacetamides to cinnamides

Oxidative cross-coupling reactions of benzyl alcohols with N,N-dialkylacetamides were developed only employing oxygen as the terminal oxidant, efficiently providing a new, novel protocol for the construction of multifunctionalized cinnamides with the synergistic effects of KOH, organic photocatalyst eosin Y, and visible light irradiation at room temperature. A broad substrate scope and mild reaction conditions are the prominent features of this transformation.

Copper-catalyzed oxidative coupling of carboxylic acids with formamides for the synthesis of α,β-unsaturated amides

A novel and efficient protocol for the synthesis of α,β- unsaturated amides has been developed using catalytic amount of Cu(OAc) 2 and TBHP as an available oxidant. Oxidative coupling of various unsaturated carboxylic acids with N,N-disubstituted formamides was examined to furnish the desired products in good 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.

Aldol condensation of amides using phosphazene-based catalysis

We have developed a new method for the direct aldol condensation of unactivated amides using 1,3,5-triazo-2,4,6-triphosphorine-2,2,4,4,6,6- hexachloride (TAPC)-based phosphorous/SO42- catalysis. The SO42- species in a reaction mixture enhances the reaction rate of the catalysis. In principle, no metal sources are required for the generation of the catalyst, and there is no requirement for the use of stoichiometric quantities of an acid or base. This catalyst system is operative under relatively acidic conditions. One major advantage of carrying out the reaction under acidic conditions is that both aldehydes and acetals are capable of undergoing carbon-carbon bond formation at the α-carbon of amide carbonyl groups through dehydration.

Condensation of aromatic aldehydes with VyV-dimethylacetamide in presence of dialkyl carbonates as dehydrating agents

Reactions of benzaldehydes with excess N,N- dimethylacetamide at 140 °C in the presence of diethyl carbonate as dehydrating agent and a base gave (E)-N,N- dimethylcinnamamides in good yields. If hydroxybenzal- dehydes are used as substrates the reaction is accompanied by alkylation. Springer-Verlag 2010.

Use of "homeopathic" ligand-free palladium as catalyst for aryl-aryl coupling reactions

We have previously shown that the use of ligand-free palladium employing Pd(OAc)2 as catalyst precursor in the Heck reaction of aryl bromides is possible if low catalyst loadings, typically between 0.01-0.1 mol % are used. We have now tested this phenomenon, which we have dubbed " homeopathic" palladium, in biaryl formation using the Suzuki, the Negishi and the Kumada cross-coupling reactions. The Suzuki reaction of aryl bromides, both activated and deactivated, is possible using 0.02-0.05 mol % of Pd(OAc)2. In this reaction turnover frequencies up to 30,000 have been reached with activated substrates. Even aryl chlorides could be reacted if strongly electron-withdrawing substituents were present. The Negishi coupling with a variety of arylzinc halides was possible on aryl bromides containing electron-withdrawing substituents. The Kumada reaction only gave low yields of products under "homeopathic' conditions.