125349-03-3

Upstream product

• 100-42-5 styrene 
• 524-38-9 N-hydroxyphthalimide 

Downstream Products

• 93-56-1 phenylethane 1,2-diol 
• 88073-05-6 2-(2-phenyl-2-oxoethoxy)-2,3-dihydro-1H-isoindole-1,3-dione 

Relevant academic research and scientific papers

Dioxygenation of styrenes with molecular oxygen in water

Employing Triton X-100 as a surfactant, the tert-butyl hydroperoxide-mediated dioxygenation of styrene with molecular oxygen and N-hydroxyphthalimide was achieved in water at room temperature, providing the corresponding dioxygenated products in 9–93% yield. This facile method is eco-friendly, feasible on gram scale, and applicable to a wide range of styrene derivatives with a variety of functional groups.

Selective C[sbnd]O bond formation: highly efficient radical dioxygenation of alkenes initiated by catalytic amount of tert-butyl hydroperoxide

A highly selective radical dioxygenation of alkenes using hydroxamic acid and O2with 5–10 mol % of tert-butyl hydroperoxide as a catalyst was developed. On the basis of this newly developed strategy, a wide range of phenylethanol derivatives with a variety of functional groups can be effectively synthesized.

Visible-light- induced aerobic dioxygenation of styrenes under metal- and additive-free ambient conditions

Visible light promoted hydroperoxidation of styrenes using hydroxylamine and molecular oxygen from air under metal-free and additive-free conditions at room temperature is described. Hydroperoxides were further converted into corresponding hydroxy compoun

Cobalt Catalyst-Controlled Selective Dioxygenation of Styrenes Using N-Hydroxyphthalimide with Molecular Oxygen

A cobalt-catalyzed selective dioxygenation of styrenes with N-hydroxyphthalimide (NHPI) was developed using molecular oxygen as the terminal oxidant. Alcohol and ketone products can be selectively formed from identical substrates by catalyst control. The reaction was applicable to a broad range of styrenes and exhibited good functional group tolerance. It provided a method for preparation of 1,2-diol or α-hydroxyketone derivatives. (Figure presented.).

Preparation method of styrene double-oxidation product

The preparation method comprises the following steps: uniformly mixing a cobalt catalyst, a styrene compound, N - hydroxyphthalimide and an organic solvent, carrying out stirring reaction under an oxygen condition, separating and purifying after reaction, and obtaining a styrene double oxidation product. The cobalt catalyst is at least one of cobalt chloride or cobalt chloride hexahydrate. To the invention, the styrene compound and N -hydroxyphthalimide are taken as raw materials, styrene double oxidation is realized under the catalysis of transition metal cobalt, and the method is simple in process, mild in reaction condition, high in selectivity, high in yield and low in catalyst cost. The product is an important synthetic intermediate, can be used for preparing phenyl ethylene glycol, α - oxoacetophenone and other products, and is further applied to the fields of spice, medicine synthesis, pesticide chemical and coating dye synthesis and the like.

Selectfluor-mediated highly selective radical dioxygenation of alkenes

A practical and simple selectfluor mediated highly selective radical dioxygenation of alkenes was achieved under mild conditions. Various hydroxylamines, such as N-hydroxyphthalimide (NHPI), N-hydroxybenzotriazole (HOBt) and N-hydroxysuccinimide (NHSI), could react smoothly with alkenes to give β-oxo alcohols and α-oxy ketones in good to moderate yields. The reaction mechanism was primarily investigated and a radical process was proposed.

Catalyst-controlled dioxygenation of olefins: An approach to peroxides, alcohols, and ketones

An efficient catalytic approach for the synthesis of substituted peroxides, alcohols, and ketones through a catalyst-controlled highly selective dioxygenation of olefins has been demonstrated. The reported methods are mild and practical, can be switched by the selection of different catalytic systems, and employ peroxide as an oxidant and a reagent at room temperature.

Epoxidation Catalysed by Mn IIITPPCl using Dioxygen Activated by a System Containing N-Hydroxyphtalimide and Styrene, 2-Norbornene or Indene

The catalytic epoxidation of alkenes by molecular oxygen activated in the system containing N-hydroxyphtalimide (NHPI) and active alkenes such as styrene, 2-norbornene or indene is reported.The transient intermediates, alkyl hydroperoxides formed by autooxidation of NHPI and the active alkenes are proposed as oxygen sources which transfer mono-oxygen to MnIIITPPCl.