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- Title
Photoredox‐Catalyzed Preparation of Sulfones Using Bis‐Piperidine Sulfur Dioxide – An Underutilized Reagent for SO<sub>2</sub> Transfer.
- Authors
Griffiths, Oliver M.; Esteves, Henrique A.; Emmet, Darcy C.; Ley, Steven V.
- Abstract
Sulfonyl groups are widely observed in biologically relevant molecules and consequently, SO2 capture is an increasingly attractive method to prepare these sulfonyl‐containing compounds given the range of SO2‐surrogates now available as alternatives to using the neat gas. This, along with the advent of photoredox catalysis, has enabled mild radical capture of SO2 to emerge as an effective route to sulfonyl compounds. Here we report a photoredox‐catalyzed cross‐electrophile sulfonylation of aryl and alkyl bromides making use of a previously under‐used amine‐SO2 surrogate; bis(piperidine) sulfur dioxide (PIPSO). A broad selection of alkyl and aryl bromides were photocatalytically converted to their corresponding sulfinates and then trapped with various electrophiles in a one‐pot multistep procedure to prepare sulfones and sulfonamides.
- Subjects
SULFUR dioxide; SULFONYL compounds; ALKYL bromides; ARYL bromides; SULFONYL group; SULFONES
- Publication
Chemistry - A European Journal, 2024, Vol 30, Issue 12, p1
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202303976