Balz–Schiemann-Type Oxidative C(sp<sup>3</sup>)–H Fluorination of Alkanes and Alkylarenes

<i>N</i>-Aroyloxyquinuclidinium tetrafluoroborates allow for efficient Balz-Schiemann-type oxidative C-H fluorination of donors of 1°, 2° and 3° benzylic C-H bonds used as limiting reagents under photocatalytic conditions; cyclohexane was also shown to react, albeit less efficiently.

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Publication Details

Journal
Organic Letters
Published
2025-08-15
DOI
https://doi.org/10.1021/acs.orglett.5c02886
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Balz–Schiemann-Type Oxidative C(sp3)–H Fluorination of Alkanes and Alkylarenes

Michael Hitt, Andrei N. Vedernikov, Prahadeesh Nagaretnam
Organic Letters
Fluorine in Organic Chemistry
article

Balz–Schiemann-Type Oxidative C(sp3)–H Fluorination of Alkanes and Alkylarenes

Michael Hitt, Andrei N. Vedernikov, Prahadeesh Nagaretnam
article en

Abstract

<i>N</i>-Aroyloxyquinuclidinium tetrafluoroborates allow for efficient Balz-Schiemann-type oxidative C-H fluorination of donors of 1°, 2° and 3° benzylic C-H bonds used as limiting reagents under photocatalytic conditions; cyclohexane was also shown to react, albeit less efficiently.

Organic LettersVol. 27(34)
University of Maryland, College Park (US)
U.S. Department of Defense, University of Maryland, Division of Chemistry
Clean water and sanitation
Openalex Percentile: Top 84%
Fluorine in Organic Chemistry
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