10409-51-5

Upstream product

• 814-49-3 diethyl chlorophosphate 
• 93-55-0 1-phenyl-propan-1-one 
• 122-52-1 triethyl phosphite 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 6084-17-9 2-chloro-1-phenylpropan-1-one 

Downstream Products

• 1380233-06-6 5-(4,4,4-trifluorobut-1-en-2-yl)benzo[d][1,3]dioxole 
• 80814-89-7 (Z)-trimethyl(2-phenylbut-2-en-1-yl)silane 
• 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 
• 5650-40-8 2-hydroxypropiophenone 
• 5650-40-8 (S)-2-hydroxypropiophenone 
• 768-00-3 (E)-2-phenyl-2-butene 
• 767-99-7 (Z)-2-phenylbut-2-ene 
• 1415222-83-1 C₁₃H₁₉O₅P 
• 5650-40-8 (R)-2-hydroxy-1-phenylpropan-1-one 

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.

Photostimulated reactions of vinyl phosphate esters with triorganostannides. Evidence for an SRN1 vinylic mechanism

Ketones are converted into vinyl diethyl phosphate esters (VinDEP), which under photostimulation reacted with sodium trimethylstannide (1) or sodium triphenylstannide (2) in liquid ammonia affording vinylstannanes via a vinylic SRN1 mechanism.

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.