76003-03-7

Upstream product

• 61363-91-5 (E)-(3-phenylallyl) 3-oxo-butyrate 
• 106625-69-8 ethyl (E)-3-phenyl-2-propenyl carbonate 
• 1517-96-0 3-methyl-5-isoxazolone 
• 123-54-6 acetylacetone 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 87802-71-9 (E)-methyl cinnamyl carbonate 
• 162707-86-0 3-(benzothiazol-2-thio)-3-<3-phenyl-2(E)-propen-1-yl>-6-phenyl-5(E)-hexen-2-one 

Downstream Products

• 19434-65-2 3-chloropropanaldehyde 

Relevant academic research and scientific papers

Triethylborane as an efficient promoter for palladium-catalyzed allylation of active methylene compounds with allyl alcohols

Without prior activation of allyl alcohols, allylation of a variety of active methylene compounds with allyl alcohols proceeds smoothly at rt-50°C in the presence of catalytic amounts of Pd(OAc)2 (1-10mol%), Et 3B (30-240mol%), a phosphine ligand (1-20mol%), and a base (0 to 50-60mol%).

Allylated ketosulphides of benzothiazole as intermediates for stereoselective synthesis of allyl ketones, allyl thiiranes and dienes

α-Ketosulphides of benzothiazol 1 react with allylic carbonates in the presence of palladium acetate in dichloromethane under mild conditions affording α- and α,α-diallylated ketosulphides 2 in high yields. Reductive desulphurization of 2a-d with tributyl

Palladium-catalysed Synthesis of α-Diallylated Ketosulphides of Benzothiazole and their Transformation into Diallyl Thiiranes and Trienes

α-Ketosulphides of benzothiazole 1 react with allylic carbonates in the presence of palladium acetate in dichloromethane under mild conditions affording α,α-diallylated ketosulphides 2 in high yields.Reduction of 2 with sodium borohydride in isopropanol gives episulphides which in turn can be transformed almost quantitatively into trienes.

Palladium-catalyzed allylation of 3-hydroxyisoxazole, 5-isoxazolone and 5-pyrazolone systems

Kinetic vs. thermodynamic control and steric hindrance are factors that determine the regioselectivity of the Pd(O)-catalyzed allylation of ambident heterocycles of the 3-hydroxyisoxazole, 5-isoxazolone and 5-pyrazolone series.

Palladium-Catalyzed Decarboxylation-Allylation of Allylic Esters of α-Substituted β-Keto Carboxylic, Malonic, Cyanoacetic, and Nitroacetic Acids

Decarboxylation-allylation of allylic β-keto carboxylates using Pd(OAc)2-PPh3 or Pd2(dba)3*CHCl3-dppe as a catalyst proceeds smoothly to give α-allylated ketones.The reaction is highly regioselective.In some cases, diallylated ketones are obtained with allylic esters bearing an active proton(s).Also rhodium, molybdenum, and nickel complexes sre active catalysts in this reaction.Similarly allylic esters of α-substituted malonates, cyanoacetates, and nitroacetate undergo the palladium-catalyzed decarboxylation-allylation to afford allylated acetate, acetonitrile, and nitromethane, respectively.The mechanisms of these palladium-cataly zed decarboxylation-allylations are discussed

PALLADIUM-CATALYZED REARRANGEMENT OF ALLYLIC ESTERS OF ACETOACETIC ACID TO GIVE γ,δ-UNSATURATED METHYL KETONES

Various allylic esters of acetoacetic acid undergo rearrangement to give γ,δ-unsaturated methyl ketones in high yields with elimination of carbon dioxide under mild conditions in the presence of catalytic amounts of Pd(OAc)2 and PPh3.