103896-68-0

Upstream product

• 201230-82-2 carbon monoxide 
• 38282-01-8 N-[(E)-3-phenyl-2-propenyl]diethylamine 
• 85669-63-2 (E)-cinnamyl diethyl phosphate 
• 109-89-7 diethylamine 
• 7380-82-7 N,N-diethyl-2-(dimethylsulfuranylidene)acetamide 
• 536-74-3 phenylacetylene 
• 87802-71-9 (E)-methyl cinnamyl carbonate 
• 103-64-0 bromostyrene 
• 78258-15-8 N,N-diethyl-2-iodoacetamide 
• 33962-91-3 N,N-diethyl-3-phenylprop-2-en-1-amine 
• 100-42-5 styrene 
• 6112-00-1 N,N-diethyl-2-diazoacetamide 

Relevant academic research and scientific papers

RHODIUM-CATALYZED AZACARBONYLATION OF ALLYL PHOSPHATES. THE PREPARATION OF β,γ-UNSATURATED AMIDES FROM ALLYL ALCOHOLS

Allyl phosphates undergo a smooth azacarbonylation reaction with amines to afford β,γ-unsaturated amides at 50 deg C under CO atmosphere (20 atm) in the presence of Rh6(CO)16 catalyst and Bu4NCl co-catalyst.

(E)-β,γ-Unsaturated Amides from (E)-9-Alkenyl-9-borabicyclononane and N,N-Dialkyl(dimethylsulfuranylidene)acetamide

A facile route for the stereocontrolled synthesis of (E)-β,γ-unsaturated amides by the reaction of stereodefined 9-alkenyl-9-borabicyclononane with N,N-dialkyl(dimethylsulfuranylidene)acetamide is described.

Visible Light Induced Br?nsted Acid Assisted Pd-Catalyzed Alkyl Heck Reaction of Diazo Compounds and N-Tosylhydrazones

A mild visible light-induced palladium-catalyzed alkyl Heck reaction of diazo compounds and N-tosylhydrazones is reported. A broad range of vinyl arenes and heteroarenes with high functional group tolerance, as well as a range of different diazo compounds, can efficiently undergo this transformation. This method features Br?nsted acid-assisted generation of hybrid palladium C(sp3)-centered radical intermediate, which allowed for new selective C?H functionalization protocol.

Palladium-catalyzed carbonylation of allylamines via C-N bond activation leading to β,γ-unsaturated amides

Pd(Xantphos)Cl2 has been identified as an efficient catalyst for the direct carbonylation of allylamines via C-N bond activation. The reaction proceeds smoothly and provides β,γ-unsaturated amides in good to excellent yields under relatively mi

Radical alkenylation of α-halo carbonyl compounds with alkenylindiums

(Chemical equation presented) Alkenylation reaction of α-halo carbonyl compounds with alkenylindiums proceeded via a radical process in the presence of triethylborane. Unactivated alkene moieties as well as a styryl group could be introduced by this metho

Ruthenium Complex-Catalyzed Carbonylation of Allylic Compounds

Allylic alkyl carbonates are carbonylated under 40 atm of carbon monoxide at 100-120 deg C in the presence of a catalytic amount of Ru3(CO)12/1,10-phenanthroline to give α,β- or β,γ-unsaturated esters in good to high yields.For example, cinnamyl methyl carbonate afforded the corresponding β,γ-unsaturated esters, methyl trans-4-phenyl-3-butenoate (1) in 93percent yield.The regioselectivity in the carbonylation of crotyl methyl carbonate is unusual and it depends on the carbon monoxide pressure.The more sterically hindered carbon (γ-carbon) is predominantly carbonylated at 20-50 atm.When the reaction of cinnamyl methyl carbonate was performed at elevated temperature (150 deg C) without 1,10-phenanthroline, the dimer of 1, dimethyl 3-benzyl-2-(trans-2-phenylvinyl)glutarate, was obtained in 56percent yield.In the presence of secondary amines, allylic alkyl carbonates were carbonylated mainly at α-carbon to give α,β- or β,γ-unsaturated amides in high yields.

Palladium-Catalyzed Carbonylation of Allylamines. Synthesis of β,γ-Unsaturated Amides by One-Carbon Homologation of Allylamines

Palladium-catalyzed carbonylation of allylamines under CO (50 atm) at 110 deg C proceeds highly efficiently to give the correponding β,γ-unsaturated amides.The carbonylation occurs at the less substituted carbon of allyl units to give linear amides with h

Aza- and oxacarbonylations of allyl phosphates catalyzed by rhodium carbonyl cluster. Selective synthesis of β,γ-unsaturated amides, esters, and acids

Rhodium-catalyzed carbonylation of allyl phosphates under CO (20 atm) at 50 deg C proceeds very efficiently in the presence of amines, alcohols, and water to give the corresponding β,γ-unsaturated amides, esters, and acids, respectively.These carbonylations occur with high regioselectivity at the less substituted carbon of allyl unit to give linear β,υ-unsaturated acid derivatives.

Palladium-catalysed Carbonylation of Allylamines

Carbonylation of allylamines proceeds smoothly in the presence of a palladium-phosphine catalyst to give β,γ-unsaturated amides in good yields.