Tetrahedron p. 4107 - 4118 (1985)
Update date:2022-08-29
Topics:
Pincock, James A.
Pincock, Alexandra L.
Fox, Marye Anne
Irradiation of a suspension of powdered TiO2, a photoactive semiconductor, in oxygen saturated acetonitrile leads to mild selective oxidation of substrates containing a benzylic methylene by conversion of that carbon to a carbonyl group.The method is shown to be synthetically useful for the preparation of esters from ethers and ketones from hydrocarbons.A critical analysis of the products and of the possible intermediates results in a plausible mechanistic pathway for these photooxidations.
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(1985)