Iodonium based regioselective double nucleophilic alkene functionalization of a hydrofluoroolefin scaffold

Herein, we report a modular regioselective alkene difunctionalization strategy based on the use of hydrofluoroolefin (HFO) gas as fluorous feedstock material. The transformation of the HFO gas to iodonium salt creates vicinal electrophilic sites readily available for a broad range of nucleophiles. R...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2024-01, Vol.6 (6), p.726-729
Main Authors: Csenki, János T, Novák, Zoltán
Format: Article
Language:English
Subjects:
Alkenes
Nucleophiles
Regioselectivity
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Summary:Herein, we report a modular regioselective alkene difunctionalization strategy based on the use of hydrofluoroolefin (HFO) gas as fluorous feedstock material. The transformation of the HFO gas to iodonium salt creates vicinal electrophilic sites readily available for a broad range of nucleophiles. Regioselective heterodifunctionalization of a hydrofluoroolefin (HFO-1234yf) scaffold was developed for the construction of diverse molecular frameworks via a fluoroalkenyliodonium salt.
ISSN:1359-7345
1364-548X
DOI:10.1039/d3cc04985j