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Conversion of aryl CO to CC bond through a UV light activation/TEMPO oxidation cascade reaction

Paper ID Volume ID Publish Year Pages File Format Full-Text
26329 43947 2012 4 PDF Available
Title
Conversion of aryl CO to CC bond through a UV light activation/TEMPO oxidation cascade reaction
Abstract

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.

Keywords
Photochemical rearrangement; Oxidation; Ketal; Diketone
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Conversion of aryl CO to CC bond through a UV light activation/TEMPO oxidation cascade reaction
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 233, 1 April 2012, Pages 46–49
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
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