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author:

Jiang, Yi-Min (Jiang, Yi-Min.) [1] | Lin, Yong-Ying (Lin, Yong-Ying.) [2] | Zhu, Lingyun (Zhu, Lingyun.) [3] | Yu, Yi (Yu, Yi.) [4] | Li, Yuanming (Li, Yuanming.) [5] (Scholars:李远明) | Lin, Yuqi (Lin, Yuqi.) [6] (Scholars:林雨琦) | Ye, Ke-Yin (Ye, Ke-Yin.) [7] (Scholars:叶克印)

Indexed by:

ESCI Scopus CSCD

Abstract:

Sulfonimidoyl fluorides, the aza-bioisostere of sulfonyl fluorides, are emerging as a promising link -age agent in the sulfur(VI) fluoride exchange reaction (SuFEx). However, conventional synthetic approaches typically require the use of either unstable sulfonimidoyl chlorides, toxic and corrosive sulfur fluorides, or expensive electrophilic fluorinating agents. Herein, we report an electrochemistry-en-abled oxidative nucleophilic fluorination of readily available and bench-stable sulfinamides using a com-mercially available and easy-to-handle triethylamine trihydrofluoride. With other nucleophilic agents, this electrochemical approach also serves as a general approach to diverse sulfonimidoyl derivatives, including sulfonimidoyl azides and acetates.

Keyword:

click chemistry electrochemistry sulfinamide sulfonimidoyl fluoride sulfur (VI) fluoride exchange reaction

Community:

  • [ 1 ] [Jiang, Yi-Min]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Peoples R China
  • [ 2 ] [Lin, Yong-Ying]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Peoples R China
  • [ 3 ] [Zhu, Lingyun]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Peoples R China
  • [ 4 ] [Yu, Yi]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Peoples R China
  • [ 5 ] [Li, Yuanming]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Peoples R China
  • [ 6 ] [Lin, Yuqi]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Peoples R China
  • [ 7 ] [Ye, Ke-Yin]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Peoples R China

Reprint 's Address:

  • 林雨琦 叶克印

    [Lin, Yuqi]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Peoples R China;;[Ye, Ke-Yin]Fuzhou Univ, Fujian Prov Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Peoples R China

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Source :

CCS CHEMISTRY

ISSN: 2096-5745

Year: 2024

Issue: 8

Volume: 6

Page: 2021-2030

9 . 4 0 0

JCR@2023

Cited Count:

WoS CC Cited Count:

SCOPUS Cited Count: 7

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 1

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