Issue 7, 2014

Metal-free aerobic C–H oxidation of cyclic enones

Abstract

A metal-free procedure is described for the aerobic and complete C–H methylene oxidation of Hajos–Parrish enones to versatile dihydroindenediones. The synthetic utility of these substrates was illustrated by converting them into highly substituted indanes after an intramolecular Friedel–Crafts conjugate addition. Importantly, the aerobic oxidation was compatible with substrates sensitive to radicals.

Graphical abstract: Metal-free aerobic C–H oxidation of cyclic enones

Supplementary files

Article information

Article type
Research Article
Submitted
28 4 2014
Accepted
16 6 2014
First published
16 6 2014

Org. Chem. Front., 2014,1, 748-754

Author version available

Metal-free aerobic C–H oxidation of cyclic enones

P. A. Peixoto, M. Cormier, J. Ekosso Epane, A. Jean, J. Maddaluno and M. De Paolis, Org. Chem. Front., 2014, 1, 748 DOI: 10.1039/C4QO00125G

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