Dye-Sensitized Photooxidation of Silyl Diazo Compounds. Intramolecular Oxygen Transfer of Carbonyl Oxides

Article abstract of DOI:10.1021/jo00136a018

The dye-sensitized photooxidation of silyl diazo compounds produced the corresponding silyl ketones and silyl esters, and the latter may be formed by the rearrangement of silyl-substituted carbonyl oxides.The reactions of a carbonyl oxide with various silyl ketones were also studied.The dye-sensitized photooxidation of diphenyldiazomethane in the presence of silyl ketones gave silyl esters together with benzophenone by reactions of a carbonyl oxide with the silyl ketones accompanying 1,2-anionic rearrangement of the silyl group.