Visible-Light Mediated Oxidative Fragmentation of Ethers and Acetals by Means of Fe(III) Catalysis

A new method employing iron­(III) acetylacetonate along with visible light is described to effect oxidative ring opening of cyclic ethers and acetals with unparalleled efficiency. The method allows for a photocatalytic radical chemistry approach to functionalize relatively inert cyclic ethers into u...

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Veröffentlicht in:Organic letters 2022-03, Vol.24 (8), p.1662-1667
Hauptverfasser: Lindroth, Rickard, Ondrejková, Alica, Wallentin, Carl-Johan
Format: Artikel
Sprache:eng
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Zusammenfassung:A new method employing iron­(III) acetylacetonate along with visible light is described to effect oxidative ring opening of cyclic ethers and acetals with unparalleled efficiency. The method allows for a photocatalytic radical chemistry approach to functionalize relatively inert cyclic ethers into useful synthetic intermediates. The methodology sheds further light on the use of underexplored iron complexes in visible-light photochemical contexts and illustrates that simple Fe­(III) complexes can initiate redox processes from 4LMCT excited states.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.2c00231