105782-42-1Relevant articles and documents
Visible light-mediated oxidative quenching reaction to electron-rich epoxides: Highly regioselective synthesis of α-bromo (di)ketones and mechanism study
Guo, Lin,Yang, Chao,Zheng, Lewei,Xia, Wujiong
supporting information, p. 5787 - 5792 (2013/09/12)
A novel and simple procedure was developed for the regioselective synthesis of α-bromo (di)ketones from electron-rich epoxides via visible light photoredox catalysis. Through optimization of solvent and light source, the reaction can be rapidly achieved under mild conditions. Moreover, the possible reaction mechanism was proposed and further supported by control experiments.
Dioxirane Epoxidation of α,β-Unsaturated Ketones
Adam, Waldemar,Hadjiarapoglou, Lazaros,Smerz, Alex
, p. 227 - 232 (2007/10/02)
The synthesis of epoxides 3a-r is achieved in excellent yields by reaction of the α,β-unsaturated ketones 1a-c, 4,4'-disubstituted (E)-chalcones 1d-o, and 2'-hydroxy-4-substituted (E)-chalcones 1p-r with isolated dimethyldioxirane (2a) (as acetone solution) and/or in situ generated ethyl(methyl)dioxirane (2b).This method constitutes a useful alternative to the Weitz-Scheffer epoxidation (alkaline H2O2) of such electron-poor substrates.Key Words: Epoxidation / Dioxiranes / Ketones, α,β-unsatured / (E)-Chalcones / (E)-2'-Hydroxychalcones / 2-Cycloen-1-ones / Caroate
