NaIO4-mediated selective oxidation of alkylarenes and benzylic bromides/alcohols to carbonyl derivatives using water as solvent
Title | NaIO4-mediated selective oxidation of alkylarenes and benzylic bromides/alcohols to carbonyl derivatives using water as solvent |
Publication Type | Journal Article |
Year of Publication | 2006 |
Authors | Shaikh, TMahammad A, Emmanuvel, L, Sudalai, A |
Journal | Journal of Organic Chemistry |
Volume | 71 |
Issue | 13 |
Pagination | 5043-5046 |
Date Published | JUN |
Type of Article | Article |
ISSN | 0022-3263 |
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. |
DOI | 10.1021/jo0606305 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 4.785 |
Divison category:
Chemical Engineering & Process Development