NaIO4-mediated selective oxidation of alkylarenes and benzylic bromides/alcohols to carbonyl derivatives using water as solvent

TitleNaIO4-mediated selective oxidation of alkylarenes and benzylic bromides/alcohols to carbonyl derivatives using water as solvent
Publication TypeJournal Article
Year of Publication2006
AuthorsShaikh, TMahammad A, Emmanuvel, L, Sudalai, A
JournalJournal of Organic Chemistry
Volume71
Issue13
Pagination5043-5046
Date PublishedJUN
Type of ArticleArticle
ISSN0022-3263
Abstract

A new transition-metal-free, sodium metaperiodate (NaIO4)-mediated direct oxidation of methylarenes and benzylic bromides to the corresponding aromatic carboxylic acids is described. Under the same reaction conditions, benzylic alcohols are selectively oxidized to afford the corresponding aldehydes in good yields without undergoing overoxidation. Unprecedentedly, oxidation of benzyl bromide, toluene, or benzyl alcohol with NaIO4 underwent nuclear bromination followed by oxidation to give 4-bromobenzoic acid in 60-79% yields.

DOI10.1021/jo0606305
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)4.785
Divison category: 
Chemical Engineering & Process Development