131869-38-0

Upstream product

• 75-91-2 tert.-butylhydroperoxide 
• 493-05-0 isochromane 

Downstream Products

• 4702-34-5 isochroman-1-one 
• 1092452-21-5 1-(tert-butylperoxy)-1H-isochromen-4(3H)-one 
• 13328-80-8 1-Cyan-isochroman 

Relevant academic research and scientific papers

Ligand-Free, Copper-Catalyzed Aerobic Benzylic sp 3 C-H Oxygenation

A ligand-free and operationally simple copper-catalyzed aerobic benzylic sp 3 C-H oxygenation was developed. The addition of tert -butyl hydroperoxide, either in a catalytic or stoichiometric amount, was key for activating stable C-H bonds under mild conditions to furnish the corresponding ketones or esters in moderate to excellent yield.

Merging Photoredox with Br?nsted Acid Catalysis: The Cross-Dehydrogenative C?O Coupling for sp3 C?H Bond Peroxidation

A photoredox and Br?nsted acid synergistically catalyzed cross-dehydrogenative C?O coupling reaction is developed in which isochroman peroxyacetals are formed through sp3 C?H bond peroxidation. The reported method is characterized by its extremely mild reaction conditions, excellent yields, and broad substrate scope. An oxocarbenium ion p-chlorobenzenesulfonate was speculated to be the reactive intermediate. The role of hemiacetals and oxygenated dimers on the effective stabilization of the oxocarbenium ion was investigated; the presence of acid appeared to establish equilibrium between hemiacetals and oxygenated dimers with the oxocarbenium ion pairs. The broad applicability of the method highlights the potential of the protocol for molecule synthesis.

MnO2/TBHP: A Versatile and User-Friendly Combination of Reagents for the Oxidation of Allylic and Benzylic Methylene Functional Groups

In the presence of activated MnO2, tert-butyl hydroperoxide (TBHP) in CH2Cl2 is able to oxidize the allylic and benzylic methylene groups of different classes of compounds. I describe a one-pot oxidation protocol based on two sequential steps. In the first step, carried out at low temperature, MnO2 catalyses the oxidation of the methylene group. This is followed by a second step where reaction temperature is increased, allowing MnO2 both to catalyse the decomposition of unreacted TBHP and to oxidize allylic alcohols that could possibly be formed. The proposed oxidation procedure is generally applicable, although its efficiency, regioselectivity, and chemoselectivity are strongly dependent on the structure of the substrate. A simple and user-friendly synthetic procedure for the oxidation of allylic and benzylic methylene groups to the corresponding conjugated carbonyl derivatives is described. The proposed oxidation protocol is based on the combined use of MnO2 and tert-butyl hydroperoxide, and is generally applicable.

Synthesis of tert-butyl peroxyacetals from benzyl, allyl, or propargyl ethers via iron-promoted C-H bond functionalization

When benzyl, allyl, and propargyl ethers were treated with tert-butyl hydroperoxide and a catalytic amount of iron(III) acetylacetonate, tert-butyl peroxyacetals were produced in good to excellent yields, via C-H bond functionalization. This method is also applicable to ethylene acetals of unsaturated aldehydes to give peroxyorthoesters.

Iron catalyst for oxidation in water: Surfactant-type iron complex-catalyzed mild and efficient oxidation of aryl alkanes using aqueous TBHP as oxidant in water

Surfactant-type iron(III) complex, Fe2O(DS)4, was found to be effective for benzylic oxidation of simple aryl alkanes using aqueous t-butyl hydroperoxide (TBHP) as an oxidant. Copyright

Benzylic oxidation catalyzed by dirhodium(II,III) caprolactamate

(Chemical Equation Presented) Dirhodium caprolactamate [Rh 2(cap)4] is an effective catalyst for benzylic oxidation with tert-butyl hydroperoxide (TBHP) under mild conditions. Sodium bicarbonate is the optimal base additive for substrate conversion. Benzylic carbonyl compounds are readily obtained, and a formal synthesis of palmarumycin CP 2 using this methodology is described.