Oxone-acetone mediated wacker-type oxidation of benzo-fused olefins

TitleOxone-acetone mediated wacker-type oxidation of benzo-fused olefins
Publication TypeJournal Article
Year of Publication2015
AuthorsPhatake, RS, Ramana, CV
JournalTetrahedron Letters
Volume56
Issue25
Pagination3868-3871
Date PublishedJUN
ISSN0040-4039
KeywordsDihydronaphthalene, Indene, Oxone, Wacker oxidation
Abstract

Herein we disclose a novel application of the oxone-acetone combination for the Wacker-type oxidation of indenes and dihydronaphthalenes leading, respectively, to indan-2-ones and 2-tetralones. The amount of the base employed in the reaction seems to switch the reaction path from dioxygenation to Wacker-type oxidation. Control experiments suggest that the reaction is not proceeding via the epoxide route and also that there is no role of trace amounts of metals present in the reagents on the current oxidation. (C) 2015 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetlet.2015.04.102
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)2.347
Divison category: 
Organic Chemistry