74097-20-4Relevant articles and documents
Selective oxidation of aromatic aldehydes to arenecarboxylic acids using ebselen-tert-butyl hydroperoxide catalytic system
Wójtowicz, Halina,Brza?szcz, Monika,Kloc, Krystian,M?ochowski, Jacek
, p. 9743 - 9748 (2007/10/03)
It has been found that aromatic aldehydes with electron-withdrawing as well as electron-donating substituents are oxidized to arenecarboxylic acids using tert-butyl hydroperoxide in the presence of ebselen (2-phenylbenzisoselenazol-3(2H)-one) as a catalyst. The reaction is highly chemoselective and formation of phenols, being the products of competitive Baeyer-Villiger rearrangement, is marginal. It has been assumed that this rearrangement is inhibited by steric hindrance of the electron-deficient oxygen atom in the transient tetrahedral intermediate.