Journal
TETRAHEDRON
Volume 57, Issue 48, Pages 9743-9748Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(01)00961-9
Keywords
aldehydes; tert-butyl hydroperoxide; carboxylic acids; ebselen; oxidation
Categories
Ask authors/readers for more resources
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. (C) 2001 Elsevier Science Ltd. All rights reserved.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available