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Mediator and Additive Free Trifluoromethyl‐Fluorination of Terminal Alkenes by Persistent Perfluoroalkyl Radical
Author(s) -
Sato Azusa,
Ponomarenko Maksym V.,
Ono Taizo,
Röschenthaler GerdVolker,
Soloshonok Vadim A.
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201900651
Subject(s) - chemistry , trifluoromethyl , fluorine , reactivity (psychology) , surface modification , medicinal chemistry , organic chemistry , stereochemistry , alkyl , medicine , alternative medicine , pathology
It was found that the persistent perfluoro‐3‐ethyl‐2,4‐dimethyl‐3‐pentyl radical (PPFR) can serve as a source of both trifluoromethyl‐radical and fluorine atom in the reactions with terminal olefins. This dual reactivity allows for the direct and operationally convenient di‐functionalization of C=C bond to 1‐CF 3 ‐2‐F‐alkanes. Preliminary data strongly suggest potentially high synthetic value of this methodologically new transformation.