Transition-Metal-Free Late-Stage Decarboxylative <i>gem</i>-Difluoroallylation of Primary Alkyl Acids

A transition-metal-free late-stage decarboxylative <i>gem</i>-difluoroallylation of carboxylic acids with α-trifluoromethyl alkenes has been described by the use of organo-photoredox catalysis. Both primary alkyl and heteroaryl acids were readily incorporated. This approach merits feedstock materials, mild reaction conditions, and wide functionality tolerance. The synthetic utility of this approach has been highlighted by the late-stage functionalization of a variety of acid-containing natural products and drug molecules.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-10-08
DOI
https://doi.org/10.1021/acs.joc.4c02046
Citations
7
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
1.46

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article

Transition-Metal-Free Late-Stage Decarboxylative gem-Difluoroallylation of Primary Alkyl Acids

Qi Zhu, Yue Zhang, Zhen Chen, Weiwei Fang et al.
7 citations
The Journal of Organic Chemistry
Fluorine in Organic Chemistry
1.46
article

Transition-Metal-Free Late-Stage Decarboxylative gem-Difluoroallylation of Primary Alkyl Acids

Qi Zhu, Yue Zhang, Zhen Chen, Weiwei Fang, Yumeng Zhang, Xinyu Xie, Xian Wei, Ruofan Lin
article en
7 citations

Abstract

A transition-metal-free late-stage decarboxylative <i>gem</i>-difluoroallylation of carboxylic acids with α-trifluoromethyl alkenes has been described by the use of organo-photoredox catalysis. Both primary alkyl and heteroaryl acids were readily incorporated. This approach merits feedstock materials, mild reaction conditions, and wide functionality tolerance. The synthetic utility of this approach has been highlighted by the late-stage functionalization of a variety of acid-containing natural products and drug molecules.

The Journal of Organic ChemistryVol. 89(20)
Nanjing Forestry University (CN)
Basic Research Program of Jiangsu Province
Clean water and sanitation
Openalex Percentile: Top 20%
Fluorine in Organic Chemistry
1.46
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