Efficient Chemoselective Oxidation of Phenylmethanols to Aldehydes with Iodosobenzene

Author

Patrina Paraskevopoulou
Eleftheria Petalidou
Nikos Psaroudakis
Pericles Stavropoulos, Missouri University of Science and TechnologyFollow
Konstantinos Mertis

Abstract

Primary phenylmethanols are selectively and efficiently oxidized to the corresponding aldehydes by the system C₆H₅IO/(C ₆H₅)₄PBr/CH₂Cl₂, T = 298 K under aerobic conditions. The use of the relatively stable iodosobenzene, an iodine(III) compound, in place of the usually employed and potentially explosive iodine(V) reagents, the easy work-up procedure, and the facile recycling of solvent and oxidant provides a convenient and environmentally benign oxidation method.

Recommended Citation

P. Paraskevopoulou et al., "Efficient Chemoselective Oxidation of Phenylmethanols to Aldehydes with Iodosobenzene," Monatshefte für Chemie - Chemical Monthly, vol. 136, no. 12, pp. 2035 - 2039, Springer Verlag, Dec 2005.

The definitive version is available at https://doi.org/10.1007/s00706-005-0364-1

Department(s)

Chemistry

Keywords and Phrases

Alcohols; Chemoselectivity; Hypervalent Compounds; Iodine; Oxidations

International Standard Serial Number (ISSN)

0026-9247

Document Type

Article - Journal

Document Version

Citation

File Type

text

Language(s)

English

Rights

© 2005 Springer Verlag, All rights reserved.

Publication Date

01 Dec 2005