Fluoroalkanesulfinate Salts as Dual Fluoroalkyl and SO 2 Sources: Atom-Economical Fluoroalkyl-Sulfonylation of Alkenes and Alkynes by Photoredox Catalysis

We disclose that fluoroalkanesulfinate salts ((R SO ) M) such as the Langlois reagent, CF SO Na, serve as dual fluoroalkyl (R ) and sulfur dioxide (SO ) sources by the action of photoredox catalysis. An operationally simple strategy for the vicinal installation of R and SO groups onto unsaturated ca...

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Veröffentlicht in:Organic letters 2020-04, Vol.22 (7), p.2801-2805
Hauptverfasser: Tanaka, Seiya, Nakayama, Yoshiki, Konishi, Yusuke, Koike, Takashi, Akita, Munetaka
Format: Artikel
Sprache:eng
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Zusammenfassung:We disclose that fluoroalkanesulfinate salts ((R SO ) M) such as the Langlois reagent, CF SO Na, serve as dual fluoroalkyl (R ) and sulfur dioxide (SO ) sources by the action of photoredox catalysis. An operationally simple strategy for the vicinal installation of R and SO groups onto unsaturated carbon-carbon bonds, i.e., , has been developed. In particular, the present photocatalytic can be applied to aromatic alkynes in addition to aliphatic and aromatic alkenes bearing various functional groups.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c00789