Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
26329 | Journal of Photochemistry and Photobiology A: Chemistry | 2012 | 4 Pages |
Metal free conversion of aryl CO to CC bond through a photochemical rearrangement/oxidation cascade reaction is described. Irradiation of O-acetyl aryloxy benzene derivatives in benzene solution undergoes a unique photochemical rearrangement reaction to afford the ketal compounds, which are sequentially oxidized by 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO) to yield the diketone compounds.
Graphical abstractFigure optionsDownload full-size imageDownload as PowerPoint slideHighlights► The direct conversion of aromatic CO to CC without metallic catalyst was developed. ► The conversion could be realized by a hν activation/TEMPO oxidation cascade reaction. ► The photochemical approach could compensate the Friedal–Crafts acylation reaction. ► The research enriches the application of photochemical reactions in organic synthesis.