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- Title
Electron‐Transfer Protocol for the Hydroxyalkenylation of Alkenes Using 1,2‐Bis(phenylsulfonyl)ethylene.
- Authors
Tsai, Chen‐Yang; Jhang, Yin‐Jia; Wu, Yen‐Ku; Ryu, Ilhyong
- Abstract
We report a protocol for alkene hydroxyalkenylation. Using a persulfate anion as a one‐electron‐oxidation reagent and 1,2‐bis(phenylsulfonyl)ethylene as a radical acceptor in the presence of water, alkenes were converted into the corresponding 1‐phenylsulfonyl‐4‐hydroxyalkenes in good to high yields. The hydroxyalkenylation process involves the nucleophilic hydroxylation of alkene radical cations to give β‐hydroxyalkyl radicals, which, after a radical addition/β‐elimination sequence, provide the products. We also report a photocatalytic protocol for alkoxyalkenylation.
- Subjects
ALKENES; ETHYLENE; RADICAL cations; RADICALS (Chemistry); VINYL acetate; CHARGE exchange
- Publication
Angewandte Chemie, 2023, Vol 135, Issue 49, p1
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202311807