Tetrahedron

Selective oxidation of aromatic aldehydes to arenecarboxylic acids using ebselen-tert-butyl hydroperoxide catalytic system

H Wójtowicz, M Brzaszcz, K Kloc, J Młochowski

Index: Wojtowicz, Halina; Brzaszcz, Monika; Kloc, Krystian; Mlochowski, Jacek Tetrahedron, 2001 , vol. 57, # 48 p. 9743 - 9748

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Citation Number: 36

Abstract

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 ...