Photoredox-catalyzed deoxyfluorination of activated alcohols with Selectfluor®

María González-Esguevillas, Javier Miró, Jenna L. Jeffrey, David W.C. MacMillan

Research output: Contribution to journalArticle

Abstract

Herein we disclose a deoxyfluorination of alcohols with an electrophilic fluorine source via visible-light photoredox catalysis. This radical-mediated C–F coupling is capable of fluorinating secondary and tertiary alcohols efficiently, complementing previously reported nucleophilic deoxyfluorination protocols.

Original languageEnglish (US)
Pages (from-to)4222-4227
Number of pages6
JournalTetrahedron
Volume75
Issue number32
DOIs
StatePublished - Aug 9 2019

Fingerprint

Alcohols
Fluorine
Catalysis
Light
selectfluor

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Keywords

  • Deoxyfluorination
  • Fluoroalkanes
  • Oxalates
  • Photoredox

Cite this

González-Esguevillas, María ; Miró, Javier ; Jeffrey, Jenna L. ; MacMillan, David W.C. / Photoredox-catalyzed deoxyfluorination of activated alcohols with Selectfluor® In: Tetrahedron. 2019 ; Vol. 75, No. 32. pp. 4222-4227.
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Photoredox-catalyzed deoxyfluorination of activated alcohols with Selectfluor® . / González-Esguevillas, María; Miró, Javier; Jeffrey, Jenna L.; MacMillan, David W.C.

In: Tetrahedron, Vol. 75, No. 32, 09.08.2019, p. 4222-4227.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Photoredox-catalyzed deoxyfluorination of activated alcohols with Selectfluor®

AU - González-Esguevillas, María

AU - Miró, Javier

AU - Jeffrey, Jenna L.

AU - MacMillan, David W.C.

PY - 2019/8/9

Y1 - 2019/8/9

N2 - Herein we disclose a deoxyfluorination of alcohols with an electrophilic fluorine source via visible-light photoredox catalysis. This radical-mediated C–F coupling is capable of fluorinating secondary and tertiary alcohols efficiently, complementing previously reported nucleophilic deoxyfluorination protocols.

AB - Herein we disclose a deoxyfluorination of alcohols with an electrophilic fluorine source via visible-light photoredox catalysis. This radical-mediated C–F coupling is capable of fluorinating secondary and tertiary alcohols efficiently, complementing previously reported nucleophilic deoxyfluorination protocols.

KW - Deoxyfluorination

KW - Fluoroalkanes

KW - Oxalates

KW - Photoredox

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