Chemoselective C-H oxidation of alcohols to carbonyl compounds with iodosobenzene catalyzed by (salen)chromium complex

Citation
W. Adam et al., Chemoselective C-H oxidation of alcohols to carbonyl compounds with iodosobenzene catalyzed by (salen)chromium complex, J ORG CHEM, 65(7), 2000, pp. 1915-1918
Citations number
40
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
65
Issue
7
Year of publication
2000
Pages
1915 - 1918
Database
ISI
SICI code
0022-3263(20000407)65:7<1915:CCOOAT>2.0.ZU;2-7
Abstract
Primary and secondary alcohols with benzylically and allylically activated C-H bonds are chemoselectively oxidized to the corresponding carbonyl compo unds by the (salen)Cr(III) complex I as the catalyst and iodosobenzene as t he oxygen source; the oxidizing species is the Cr(V) oxo complex. Allylic a lcohols with fully substituted double bonds give appreciable amounts of epo xides besides the C-H oxidation products enones, while saturated alcohols a re less readily oxidized.