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Allylation, Alkenylation, and Alkynylation of Monofluoromethyl Ketyl Radical Enabled by Photoredox Halogen‐Atom‐Transfer

Year: 2024
Type: article
Abstract: In this study, we disclose an innovative strategy to access α‐monofluoromethyl secondary alcohol derivatives under mild blue‐light irradiation from brominated fluoroethanol benzoate (BFEB). This reaction takes advantages of bulky silicon radical as a halogen atom transfer (XAT) acceptor to generate the nucleophilic monofluoromethyl ketyl‐type radical, which serves as the key intermediate to couple with a series of phenylsulfonyl‐masked substrates. A broad scope of allyl, alkenyl (Z and E configurations), and alkynyl α‐monofluoromethyl carbinol derivatives were obtained in moderate to good yields.
Source: ChemCatChem
Language: English
Field: Chemistry
Open Access status: green
OpenAlex ID: W4404498789
FWCI: 0.416
Cites: 67
Cited by: 3
Related to: 10