244237-78-3

Upstream product

• 4747-15-3 1-(2-methoxyvinyl)benzene 
• 27005-97-6 6-phenyl-7-oxabicyclo[4.1.0]heptan-2-one 
• 1125-88-8 benzaldehyde dimethyl acetal 
• 100-52-7 benzaldehyde 

Downstream Products

• 244237-81-8 α,α-Bis(trimethylsilyldioxy)toluene 
• 1262765-35-4 3-ethoxy-6-phenyl-1,2,4,5-tetroxane 
• 1262765-29-6 3-methoxy-6-phenyl-1,2,4,5-tetroxane 
• 16204-37-8 3,6-diphenyl-1,2,4,5-tetraoxane 
• 1018987-88-6 8-phenyl-6,7,9,10-tetraoxaspiro[4.5]decane 
• 1394206-96-2 3-isopropyl-3-methyl-6-phenyl-1,2,4,5-tetraoxane 

Relevant academic research and scientific papers

A simple and efficient synthesis of gem-dihydroperoxides from ketones using aqueous hydrogen peroxide and catalytic ceric ammonium nitrate

Ketones were efficiently converted into the corresponding gem-dihydroperoxides in high yields within a short period of time on treatment with aqueous H2O2 (50%) in the presence of a catalytic amount of CAN in acetonitrile at room temperature.

A simple, efficient and versatile synthesis of primary gem-dihydroperoxides from aldehydes and hydrogen peroxide

Aldehydes were efficiently converted directly into the corresponding gem-dihydroperoxides (DHPs) on treatment with aqueous 70% H2O2 in a biphasic system with ether catalyzed by camphorsulfonic acid. The synthesis represents the most versatile access to this class of compounds.

Synthesis of Primary gem-Dihydroperoxides and Their Peroxycarbenium [3 + 2] Cycloaddition Reactions with Alkenes

It is long known that dihydroperoxidation of aliphatic aldehydes is extremely difficult and normally stops halfway at the hydroxyhydroperoxide stage. This strange phenomenon now has been explored, and a highly effective protocol for conversion of aliphatic aldehydes into gem-dihydroperoxides has been developed. Silyl protection of primary gem-dihydroperoxides, which is also a challenge due to unexpected based-induced decomposition, was achieved using 2,6-lutidine as the base. The silyl-protected gem-dihydroperoxides were then examined in a peroxycarbenium [3 + 2] cycloaddition reaction with alkenes for the first time. Aromatic substrates normally reacted smoothly, affording the expected 1,2-dioxolanes smoothly. Aliphatic aldehydes generally failed to yield 1,2-dioxolane. In all cases, unexpected formation of either a chlorohydrin or a 1,2-dichloride (with Cl atoms derived from TiCl4) depending on the alkene employed was observed, which displays some so far unknown facets of the cycloaddition and helped to gain many mechanistic insights.

Tetroxanes as New Agents against Leishmania amazonensis

Leishmaniasis is a neglected disease, caused by a parasite of Leishmania genus and widespread in the tropical and subtropical areas of the world. Currents drugs are limited due to their toxicity and parasite resistance. Therefore, the discovery of new treatment, more effective and less toxic, is urgent. In this study, we report the synthesis of six gem-dihydroperoxides (2a–2f), with yields ranging from 10 % to 90 %, utilizing a new methodology. The dihydroperoxides were converted into ten tetroxanes (3a–3j), among which six (3b, 3c, 3d, 3g, 3h and 3j) showed activity against intracellular amastigotes of Leishmania amazonensis. The cytotoxicity of all compounds was also evaluated against canine macrophages (DH82), human hepatoma (HepG2) and monkey renal cells (BGM). Most compounds were more active and less toxic than potassium antimonyl tartrate trihydrate, used as positive control. Amongst all tetroxanes, 3b (IC50=0.64 μm) was the most active, being more selective than positive control in relation to DH82, HepG2 and BGM cells. In summary, the results revealed a hit compound for the development of new drugs to treat leishmaniasis.

Heteropoly acid/NaY zeolite as a reusable solid catalyst for highly efficient synthesis of gem-dihydroperoxides and 1,2,4,5-Tetraoxanes

Gem-Dihydroperoxides and 1,2,4,5-Tetraoxanes were synthesised from aldehydes and ketones catalysed by heteropoly acid/NaY zeolite (HPA/NaY) as a new, effective and reusable solid catalyst using 30% aqueous hydrogen peroxide at room temperature. The reactions proceeded with high rates and excellent yields.

Sulfamic acid: as a green and reusable homogeneous catalyst for peroxidation of ketones and aldehydes using aqueous 30 % H2O2

Abstract Sulfamic acid has been used as an active, low-cost and reusable solid catalyst for conversion of ketones and aldehydes to corresponding gem-dihydroperoxides using 30 % aqueous hydrogen peroxide at room temperature. The reactions proceed with high rates and excellent yields.

Synthesis of gem-dihydroperoxides from ketones and aldehydes using silica sulfuric acid as heterogeneous reusable catalyst

Silica sulfuric acid (SSA) was found to efficiently catalyze the conversion of aldehydes and ketones directly into the corresponding gem-dihydroperoxides (DHPs) on treatment with aqueous 30% H2O2 at room temperature. Mild reaction conditions, good to excellent yields, short reaction times, low environmental impact, and recyclability of the catalyst are the main advantages of this synthetic method.

Triflic acid-functionalized silica-coated magnetic nanoparticles as a magnetically separable catalyst for synthesis of gem-dihydroperoxides

Triflic acid-functionalized silica-coated magnetic nanoparticles [γ-Fe2O3@SiO2-TfOH] were readily prepared and identified as an effictive catalyst for the transformation of aldehydes or ketones into their corresponding gem-dihydroperoxides with 30% aqueous hydrogen peroxide. The catalyst was easily separated by magnetic decantation and the recovered catalyst was reused for seven cycles without significant loss of catalytic activity. Copyright

A facile and efficient Bi(III) catalyzed synthesis of 1,1-dihydroperoxides and 1,2,4,5-tetraoxanes

Bismuth triflate is a remarkably efficient and mild catalyst for the synthesis of both 1,1-dihydroperoxides and 1,2,4,5-tetraoxanes. The successful application of this methodology for the synthesis of both symmetrical and unsymmetrical tetraoxanes is demonstrated.

Zinc chloride anhydrous as new and effective catalyst for conversion of ketones and aldehydes to corresponding gem-dihydroperoxides

Zinc chloride anhydrous has been used as an efficient and new catalyst for conversion of ketones and aldehydes to corresponding gem-dihydroperoxides by aqueous hydrogen peroxide (30%) in room temperature with excellent yields and notable reaction times.