80814-95-5

Upstream product

• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 122-52-1 triethyl phosphite 
• 78-40-0 triethyl phosphate 
• 71-43-2 benzene 
• 93-55-0 1-phenyl-propan-1-one 

Downstream Products

• 77092-54-7 (E)-2-(1-phenylprop-1-en-1-yl)-1H-indole 
• 5650-40-8 (S)-2-hydroxypropiophenone 
• 5650-40-8 (R)-2-hydroxy-1-phenylpropan-1-one 
• 1415222-83-1 C₁₃H₁₉O₅P 
• 64035-02-5 (Z)-penta-1,3-dien-3-ylbenzene 
• 70178-90-4 (E)-3-phenyl-1,3-pentadiene 
• 4333-51-1 1-methyl-4-(1-phenylprop-1-en-1-yl)benzene 
• 80814-89-7 (Z)-trimethyl(2-phenylbut-2-en-1-yl)silane 
• 1380233-06-6 5-(4,4,4-trifluorobut-1-en-2-yl)benzo[d][1,3]dioxole 
• 5650-40-8 2-hydroxypropiophenone 
• 768-00-3 (E)-2-phenyl-2-butene 
• 767-99-7 (Z)-2-phenylbut-2-ene 
• 24618-51-7 1-Phenyl-1,1-bis-(difluoramino)-2-(fluorimino)-propan 
• 24729-97-3 1-Phenyl-1-difluoramino-1-(O,O-diaethylphosphoryloxy)-2-fluoriminopropan 

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.

A chemoselective α-aminoxylation of aryl ketones: a cross dehydrogenative coupling reaction catalysed by Bu4NI

Tetrabutyl ammonium iodide (TBAI) catalyzed α-aminoxylation of ketones using aq. TBHP as an oxidant has been accomplished. We have shown that the CDC (cross dehydrogenative coupling) reactions of ketones with N-hydroxyimidates such as N-hydroxysuccinimide (NHSI), N-hydroxyphthalimide (NHPI), N-hydroxybenzotriazole (HOBt) and 1-hydroxy-7-azabenzotriazole (HOAt) lead to the corresponding oxygenated products in good to moderate yields. The application of this method has been demonstrated by transforming a few coupled products into synthetically useful intermediates and 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.