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author:

Zhao, B. (Zhao, B..) [1] | Zeng, D.-B. (Zeng, D.-B..) [2] | He, X. (He, X..) [3] | Li, J.-H. (Li, J.-H..) [4] | Lin, Y. (Lin, Y..) [5] | Ye, K.-Y. (Ye, K.-Y..) [6]

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Scopus

Abstract:

The invention of versatile linkage agents provides the chemical basis for SuFEx chemistry. Sulfonimidoyl fluorides and sulfondiimidoyl fluorides are aza-isosteres of sulfonyl fluorides with diverse reactivity through the fine-tuning of N-substituents. However, limited synthetic approaches impede their wide applications in SuFEx chemistry. Herein, we develop a straightforward electrochemical strategy for sulfonimidoyl- and sulfondiimidoyl fluorides through sequential oxidations of the readily available sulfenamides via sulfinamide and iminosulfinamide intermediates, respectively. The previously rarely investigated (bis)sulfondiimidoyl fluorides are now easily accessible and readily participate in SuFEx chemistry with diverse oxygen and nitrogen nucleophiles, macrocyclization, and polymerization. © 2025 The Authors. Published by American Chemical Society.

Keyword:

electrochemistry SuFEx sulfenamides sulfondiimidoyl fluorides sulfonimidoyl fluorides

Community:

  • [ 1 ] [Zhao B.]Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, Fuzhou University, Fuzhou, 350108, China
  • [ 2 ] [Zeng D.-B.]Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, Fuzhou University, Fuzhou, 350108, China
  • [ 3 ] [He X.]Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, Fuzhou University, Fuzhou, 350108, China
  • [ 4 ] [Li J.-H.]Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, Fuzhou University, Fuzhou, 350108, China
  • [ 5 ] [Lin Y.]Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, Fuzhou University, Fuzhou, 350108, China
  • [ 6 ] [Ye K.-Y.]Key Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry, Fuzhou University, Fuzhou, 350108, China
  • [ 7 ] [Ye K.-Y.]School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, 453007, China

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Source :

JACS Au

ISSN: 2691-3704

Year: 2025

Issue: 5

Volume: 5

Page: 2359-2367

8 . 6 0 0

JCR@2023

Cited Count:

WoS CC Cited Count:

SCOPUS Cited Count:

ESI Highly Cited Papers on the List: 0 Unfold All

WanFang Cited Count:

Chinese Cited Count:

30 Days PV: 1

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