Photoredox/Copper Dual-Catalyzed Remote C(sp <sup>3</sup> )-H Acyloxylation of <i>N</i> -Fluorocarboxamides

We herein disclose the first example of a photoredox/copper dual-catalyzed protocol for the remote C(sp<sup>3</sup>)-H acyloxylation of <i>N</i>-fluorocarboxamides, employing readily accessible carboxylic acids as acyloxy sources. This methodology demonstrated tolerance for various <i>N</i>-fluoroamides and carboxylic acids, producing structurally diverse functional esters in moderate-to-excellent yields with high site selectivity and chemoselectivity. Moreover, the developed methodology was successfully employed for the late-stage modification of structurally intricate natural products and drugs.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-01-08
DOI
https://doi.org/10.1021/acs.joc.5c02799
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
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article

Photoredox/Copper Dual-Catalyzed Remote C(sp 3 )-H Acyloxylation of N -Fluorocarboxamides

H. Li, Xuesong Wang, Fuqi Li, Qiongjiao Yan et al.
The Journal of Organic Chemistry
Catalytic C–H Functionalization Methods
article

Photoredox/Copper Dual-Catalyzed Remote C(sp 3 )-H Acyloxylation of N -Fluorocarboxamides

H. Li, Xuesong Wang, Fuqi Li, Qiongjiao Yan, Xueli Liu, Wei Wang
article en

Abstract

We herein disclose the first example of a photoredox/copper dual-catalyzed protocol for the remote C(sp<sup>3</sup>)-H acyloxylation of <i>N</i>-fluorocarboxamides, employing readily accessible carboxylic acids as acyloxy sources. This methodology demonstrated tolerance for various <i>N</i>-fluoroamides and carboxylic acids, producing structurally diverse functional esters in moderate-to-excellent yields with high site selectivity and chemoselectivity. Moreover, the developed methodology was successfully employed for the late-stage modification of structurally intricate natural products and drugs.

The Journal of Organic ChemistryVol. 91(3)
Central China Normal University (CN), Instytut Farmaceutyczny (PL), Hainan Medical University (CN), Wuhan Institute of Technology (CN)
Openalex Percentile: Top 94%
Catalytic C–H Functionalization Methods
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