79457-61-7Relevant academic research and scientific papers
REACTIONS OF 1-HALO-3-METHYL-2,3-EPOXYBUTANE WITH ALCOHOLS
Gevorkyan, A. A.,Kazaryan, P. I.,Avakyan, S. V.,Panosyan, G. A.
, p. 642 - 644 (1981)
The reaction of 1-bromo(or chloro)-3-methyl-2,3-epoxybutane with alcohols in the presence of the alkali metal alkoxides leads to the formation of epoxy ethers by direct replacement of the halogen atoms without participation of the epoxide ring.
Chemoselective Epoxidation of Allyloxybenzene by Hydrogen Peroxide Over MFI-Type Titanosilicate
Fujitani, Tadahiro,Hong, Dachao,Ito, Satoru,Ji, Xinyi,Kon, Yoshihiro,Nakashima, Takuya,Osuga, Ryota,Sato, Kazuhiko,Yokoi, Toshiyuki
supporting information, (2020/04/15)
The chemoselective synthesis of 2-(phenoxymethyl)oxirane from allyloxybenzene is achieved with over 90 % yield in a sustainable reaction system using titanium-substituted silicalite-1 (TS-1) as a catalyst, hydrogen peroxide (H2O2) as an oxidant, and a mixture of MeOH/MeCN as a solvent at 40 °C. No acid-catalyzed side reactions prompted by the Lewis acidity of the Ti active site in TS-1 are observed. The TS-1 catalyst can also promote the formation of oxiranes from various p-substituted allyloxybenzenes in good yields. The reaction mechanism is investigated through the reaction with other allyloxy compounds. The results, which are supported by DFT calculations, indicate that an active species of Ti peroxides formed from the reaction of TS-1 with H2O2 selectively oxidizes the allyloxybenzene to 2-(phenoxymethyl)oxirane.
