Electron-Donor-Mediated Divergent Transformation of Br–R<sub>F</sub> via EDA Complex for the Synthesis of Fluorine-Containing Oxindoles and Amides

We have developed an unprecedented electron-donor-controlled divergent reaction between <i>N</i>-alkylsulfonylated acrylamides and Br-R<sub>F</sub>, facilitated by an electron donor-acceptor (EDA) complex, for the synthesis of fluorine-containing oxindoles and amides. Key to this divergent transformation is the EDA complex generation by altering electron donors. This approach has several advantages, such as broad substrate scope, being metal-catalyst- and photocatalyst-free, and having good functional group tolerance.

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Publication Details

Journal
Organic Letters
Published
2024-11-11
DOI
https://doi.org/10.1021/acs.orglett.4c03830
Citations
44
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
9.15

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article

Electron-Donor-Mediated Divergent Transformation of Br–RF via EDA Complex for the Synthesis of Fluorine-Containing Oxindoles and Amides

Wenchao Yang, Shupeng Zhang, Mei-Ling Yang, Jingyi Cao et al.
44 citations
Organic Letters
Fluorine in Organic Chemistry
9.15
article

Electron-Donor-Mediated Divergent Transformation of Br–RF via EDA Complex for the Synthesis of Fluorine-Containing Oxindoles and Amides

Wenchao Yang, Shupeng Zhang, Mei-Ling Yang, Jingyi Cao, Jin-Xin Lan, Yicheng Zhang
article en
44 citations

Abstract

We have developed an unprecedented electron-donor-controlled divergent reaction between <i>N</i>-alkylsulfonylated acrylamides and Br-R<sub>F</sub>, facilitated by an electron donor-acceptor (EDA) complex, for the synthesis of fluorine-containing oxindoles and amides. Key to this divergent transformation is the EDA complex generation by altering electron donors. This approach has several advantages, such as broad substrate scope, being metal-catalyst- and photocatalyst-free, and having good functional group tolerance.

Organic LettersVol. 26(46)
Huaibei Normal University (CN), Yangzhou University (CN)
Government of Jiangsu Province, Natural Science Research of Jiangsu Higher Education Institutions of China
Openalex Percentile: Top 1%
Fluorine in Organic Chemistry
9.15
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