21497-23-4

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 23184-28-3 N,N-dimethyl(trimethylsilyl)acetamide 
• 65378-68-9 (2Z,4E)-N,N-dimethyl-5-phenyl-2,4-pentadienamide 
• 2680-03-7 N,N-Dimethylacrylamide 
• 622-25-3 1-(2-chlorovinyl)benzene 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 100636-30-4 5-phenyl-2,4-pentadienoic acid chloride 
• 124-40-3 dimethyl amine 
• 39806-16-1 ethyl (2E,4E)-5-phenyl-penta-2,4-dienoate 
• 100-52-7 benzaldehyde 
• 140-10-3 (E)-3-phenylacrylic acid 
• 4392-24-9 Cinnamyl bromide 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 670254-25-8 (2R,3S)-3-styryloxirane-2-carboxylic acid dimethyl amide 
• 670254-31-6 (2R)-2-hydroxy-5-phenylpent-4-enoic acid dimethyl amide 

Relevant academic research and scientific papers

Ruthenium complex-catalyzed coupling of vinyl halides with olefins

Ruthenium complexes such as Ru(COD)(COT) , catalyze the dehydrohalogenative coupling of vinyl halides with olefins to give the corresponding substituted dienes.Even the sp2-carbon-chloride bond of β-chlorostyrene is activated by ruthenium catalysts.

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.

Catalytic Regio- and Enantioselective Alkylation of Conjugated Dienyl Amides

A method for catalytic asymmetric alkylation of conjugated dienyl amides has been developed and it allows efficient and high-yielding transformations of a wide range of polyconjugated amides into the corresponding chiral products. Smooth addition of organomagnesium reagents to relatively unreactive dienyl amides with excellent 1,6- and 1,4-selectivities, as well as enantioselectivites above 90 %, is achieved owing to the complementary action of the Lewis acid and a chiral copper-based catalyst.

Amide α,β-Dehydrogenation Using Allyl-Palladium Catalysis and a Hindered Monodentate Anilide

A practical and direct method for the α,β-dehydrogenation of amides is reported using allyl-palladium catalysis. Critical to the success of this process was the synthesis and application of a novel lithium N-cyclohexyl anilide (LiCyan). The reaction conditions tolerate a wide variety of substrates, including those with acidic heteroatom nucleophiles.

Oxidative coupling of alkenes with amides using peroxides: Selective amide C(sp3)-H versus C(sp2)-H functionalization

A new oxidative coupling of unactivated terminal alkenes with amides using peroxides is described, in which mono- and difunctionalization of alkenes are selectively achieved. In this reaction with amides, the chemoselectivity toward the functionalization of the C(sp3)-H bonds adjacent to the nitrogen atom or the functionalization of the carbonyl C(sp2)-H bonds across alkenes relies on the reaction conditions. This journal is

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.

Efficient Synthesis of Chiral α- and β-Hydroxy Amides: Application to the Synthesis of (R)-Fluoxetine

Four flavors for epoxide openings: The regioselective openings of epoxy amides obtained by asymmetric epoxidation yields all types of aryl- and alkyl-substituted hydroxy amides sometimes counter to the reactivity of the α- and β-positions.