OXIDATION OF ALKYL AND ARYL IODIDES, PHENYLACETALDEHYDE AND ALKENES BY DIMETHYLDIOXIRANE - REACTION-PRODUCTS AND MECHANISM

Authors
BRAVO A FONTANA F FRONZA G MINISCI F SERRI A
Citation
A. Bravo et al., OXIDATION OF ALKYL AND ARYL IODIDES, PHENYLACETALDEHYDE AND ALKENES BY DIMETHYLDIOXIRANE - REACTION-PRODUCTS AND MECHANISM, Tetrahedron letters, 36(38), 1995, pp. 6945-6948
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
38
Year of publication
1995
Pages
6945 - 6948
Database
ISI
SICI code
0040-4039(1995)36:38<6945:OOAAAI>2.0.ZU;2-O
Abstract
Alkyl and aryl iodides are smoothly oxidized to iodosoderivatives and phenylacetaldehyde is oxidized to phenylacetic acid or benzyl acetate by dimethyldioxirane depending on the presence or not of oxygen. These results and the epoxidation or the allylic oxidation of alkenes by th e same reagent are explained by a general free-radical mechanism.