1357193-86-2Relevant academic research and scientific papers
Synthesis of Primary gem-Dihydroperoxides and Their Peroxycarbenium [3 + 2] Cycloaddition Reactions with Alkenes
Zha, Qinghong,Wu, Yikang
, p. 14121 - 14138 (2020)
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.
Synthesis of gem-dihydroperoxides from ketones and aldehydes using silica sulfuric acid as heterogeneous reusable catalyst
Azarifar, Davood,Najminejad, Zohreh,Khosravi, Kaveh
, p. 826 - 836 (2013/02/23)
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.
Zinc chloride anhydrous as new and effective catalyst for conversion of ketones and aldehydes to corresponding gem-dihydroperoxides
Khosravia, Kaveh,Kazemib, Samira
experimental part, p. 641 - 644 (2012/09/07)
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.
AlCl3.6H2O as a catalyst for simple and efficient synthesis of gem-dihydroperoxides from ketones and aldehydes using aqueous H2O2
Azarifar,Khosravi
experimental part, p. 1006 - 1013 (2012/02/04)
AlCl3.6H2O was explored as an efficient catalyst for the synthesis of gem-dihydroperoxides (DHPs) from ketones and aldehydes. The reactions took place within a short period of time using (30%) aqueous H 2O2 as a "green" oxidant in acetonitrile under neutral conditions at room temperature to afford the products in high yields.
Iodine-catalyzed one-pot synthesis and antimalarial activity evaluation of symmetrically and asymmetrically substituted 3,6-diphenyl[1,2,4,5]tetraoxanes
Kumar, Nitin,Khan, Shabana I.,Sharma, Mukul,Atheaya, Himanshu,Rawat, Diwan S.
scheme or table, p. 1675 - 1677 (2009/10/15)
A novel iodine-catalyzed one-pot synthesis of symmetrically and asymmetrically substituted 3,6-diphenyl-[1,2,4,5]tetraoxanes is described. The synthetic protocol is general with substituted benzaldehydes and proceeds well under acidic conditions. Total 17
