Photocatalytic C-C Bond Cleavage and Fluorosulfonylation of Strained Cycloalkanols for Carbonyl-Containing Aliphatic Sulfonyl Fluorides.
Org Lett
; 25(38): 7051-7056, 2023 Sep 29.
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| MEDLINE
| ID: mdl-37728878
ABSTRACT
In this report, we present a photocatalytic ring-opening fluorosulfonylation of strained cycloalkanols with sulfur dioxide and NFSI under mild conditions for the synthesis of carbonyl-containing aliphatic sulfonyl fluorides. The synthetic potential of the carbonyl-containing aliphatic sulfonyl fluoride products has been examined by diverse transformations, including SuFEx reactions and Baeyer-Villiger oxidation reactions. Mechanistic studies demonstrate that the reaction operates through a radical C-C bond cleavage/SO2 insertion/fluorination cascade process.
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MEDLINE
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En
Revista:
Org Lett
Asunto de la revista:
BIOQUIMICA
Año:
2023
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Article