10409-50-4

Upstream product

• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 122-52-1 triethyl phosphite 

Downstream Products

• 767-99-7 (Z)-2-phenylbut-2-ene 
• 768-00-3 (E)-2-phenyl-2-butene 
• 80814-89-7 (Z)-trimethyl(2-phenylbut-2-en-1-yl)silane 
• 5650-40-8 (S)-2-hydroxypropiophenone 
• 5650-40-8 2-hydroxypropiophenone 
• 1380233-06-6 5-(4,4,4-trifluorobut-1-en-2-yl)benzo[d][1,3]dioxole 
• 5650-40-8 (R)-2-hydroxy-1-phenylpropan-1-one 
• 1415222-83-1 C₁₃H₁₉O₅P 
• 4333-51-1 1-methyl-4-(1-phenylprop-1-en-1-yl)benzene 
• 64035-02-5 (Z)-penta-1,3-dien-3-ylbenzene 
• 70178-90-4 (E)-3-phenyl-1,3-pentadiene 

Relevant academic research and scientific papers

Copper(I)-catalyzed oxidation of alkenes using molecular oxygen and hydroxylamines: Synthesis and reactivity of α-oxygenated ketones

The copper(I)-catalyzed oxidation of alkenes with molecular oxygen and N-hydroxyphthalimide (NHPI) or N-hydroxybenzotriazole (HOBt) provided α-oxygenated ketones. The reaction proceeded under a balloon of O2 at room temperature to furnish the dioxygenated products in 50-90% yield. These compounds, particularly the HOBt derivatives, can be further functionalized with phosphorus, nitrogen, and sulfur nucleophiles to give synthetically useful products.

CROSS-COUPLING REACTION BETWEEN ENOL PHOSPHATES AND ORGANOALUMINIUM COMPOUNDS IN THE PRESENCE OF PALLADIUM(0) CATALYST.

The title reaction in the presence of a catalytic amount of tetrakis(triphenylphosphine)palladium(0) affords alkylative coupling products in good to excellent yields in 1,2-dichloroethane at room temperature. This coupling reaction under C(sp**2)-O cleavage proceeds stereospecifically. The reaction does not affect a coexisting vinyl sulfide group. This feature enables 1,2- and 1,3-carbonyl transposition with or without alkylation via phenylthio-substituted enol phosphates.

CARBON-CARBON BOND FORMATION BY CROSS-COUPLING OF ENOL PHOSPHATES WITH ORGANOALUMINIUM COMPOUNDS CATALYZED BY PALLADIUM(O) COMPLEX

Trialkylaluminium-mediated alkylation of enol phosphates under the C-O bond cleavage is performed stereospecifically in the presence of a catalytic amount of Pd(PPh3)4.Alkenylation and alkynylation are also described.