64276-05-7Relevant academic research and scientific papers
VO(acac)2/TBHP catalyzed epoxidation of 2-(2-alkenyl)phenols. Highly regio- and diastereoselective oxidative cyclization to 2,3-dihydrobenzofuranols and 3-chromanols
Lattanzi, Alessandra,Scettri, Arrigo
, p. 942 - 946 (2002)
The VO(acac)2/TBHP (1.5 mol%/1.3 equiv) system has been successfully used for the epoxidation of variously double bond substituted 2-(2-alkenyl)phenols under mild conditions. Moreover, a one-pot conversion to 2,3-dihydrobenzofuranols and 3-chro
SO2F2-Mediated Epoxidation of Olefins with Hydrogen Peroxide
Ai, Chengmei,Zhu, Fuyuan,Wang, Yanmei,Yan, Zhaohua,Lin, Sen
, p. 11928 - 11934 (2019/10/02)
An inexpensive, mild, and highly efficient epoxidation protocol has been developed involving bubbling SO2F2 gas into a solution of olefin, 30% aqueous hydrogen peroxide, and 4 N aqueous potassium carbonate in 1,4-dioxane at room temperature for 1 h with the formation of the corresponding epoxides in good to excellent yields. The novel SO2F2/H2O2/K2CO3 epoxidizing system is suitable to a variety of olefinic substrates including electron-rich and electron-deficient ones.
Novel epoxide derivatives of allylarylphenols
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, (2008/06/13)
The present invention relates to novel epoxides having the formulas where Y is a CO, CO2 or SO2, AR is the same or different divalent unsubstituted or substituted aromatic, halogen-substituted aromatic or cyano-substituted aromatic hydrocarbon radical having from 6 to 20 carbon atoms, Z is a divalent hydrocarbon or ether radical having from 1 to 20 carbon atoms, including Y—Z—Y being CO, and R* is an alkyl, aryl, arylalkyl, alkoxy, aryloxy or arylalkoxy radical having from 0-20 carbon atoms. The epoxides of the present invention are useful in the formation of epoxy resins.
Photochemistry of o-Allylphenol. Identification of the Minor Products and New Mechanistic Proposals
Miranda, Miguel A.,Tormos, Rosa
, p. 3304 - 3307 (2007/10/02)
The photochemistry of o-allylphenol (1) in cyclohexane has been reinvetigated.Besides the previously reported cyclic ethers 2 and 3, seven additional minor photoproducts have been detected.Spectroscopic methods, coupled with independent synthesis, have allowed their identification as 2-methylbenzofuran (5), o-propylphenol (8), the epoxide 4, the dihydroxy compound 9, the cyclohexyl ether 6, o-(cyclohexylmethyl)phenol (10), and the dimer 7.Their formation is rationalized through new mechanistic pathways, which involve initial intermolecular electron and/or proton transfer between two molecules of o-allylphenol, as well as di-?-methane rearrangement.Key intermediates appear to be radical V, carbenium ion IX, and carbene XI.This is supported by photolysis of o-allylphenyl acetate (11), which leads to the formation of a radical pair, followed by in cage recombination to the photo-Fries products 12 and 13 or, alternatively, diffusion of the radicals out of the solvent cage to afford the minor products 2, 5, and 6, identical to those obtained by photolysis of 1.
