start-ver=1.4
cd-journal=joma
no-vol=53
cd-vols=
no-issue=11
article-no=
start-page=upae196
end-page=
dt-received=
dt-revised=
dt-accepted=
dt-pub-year=2024
dt-pub=20241022
dt-online=
en-article=
kn-article=
en-subject=
kn-subject=
en-title=
kn-title=SNAr hexafluoroisopropoxylation of electron-rich aryl fluoride with a catalytic electrical input
en-subtitle=
kn-subtitle=
en-abstract=
kn-abstract=Anodic oxidation–promoted SNAr reactions of electron-rich aryl fluoride were developed. The anodic oxidation of 4-fluoroanisole in hexafluoroisopropyl alcohol (HFIP) with K2CO3 led to SNAr-type hexafluoroisopropoxylation, and the reaction was completed with a catalytic electrical input. The results of cyclic voltammetry suggest that the radical cation of 4-fluoroanisole, which would react with the alkoxide of HFIP, is generated. Electron transfer between the intermediate and the starting material constructs the catalytic cycle, and the elimination of fluoride from the Meisenheimer complex produces the desired compound.
en-copyright=
kn-copyright=

en-aut-name=SatoEisuke
en-aut-sei=Sato
en-aut-mei=Eisuke
kn-aut-name=
kn-aut-sei=
kn-aut-mei=
aut-affil-num=1
ORCID=

en-aut-name=NakahamaTomohiro
en-aut-sei=Nakahama
en-aut-mei=Tomohiro
kn-aut-name=
kn-aut-sei=
kn-aut-mei=
aut-affil-num=2
ORCID=

en-aut-name=MitsudoKoichi
en-aut-sei=Mitsudo
en-aut-mei=Koichi
kn-aut-name=
kn-aut-sei=
kn-aut-mei=
aut-affil-num=3
ORCID=

en-aut-name=SugaSeiji
en-aut-sei=Suga
en-aut-mei=Seiji
kn-aut-name=
kn-aut-sei=
kn-aut-mei=
aut-affil-num=4
ORCID=

affil-num=1
en-affil=Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University
kn-affil=

affil-num=2
en-affil=Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University
kn-affil=

affil-num=3
en-affil=Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University
kn-affil=

affil-num=4
en-affil=Division of Applied Chemistry, Graduate School of Environmental, Life, Natural Science and Technology, Okayama University
kn-affil=
en-keyword=anodic oxidation
kn-keyword=anodic oxidation
en-keyword=organic electrochemistry
kn-keyword=organic electrochemistry
en-keyword=SNAr reaction
kn-keyword=SNAr reaction
END