2‐Azidoethane‐1‐sulfonylfluoride (ASF): A Versatile <i>Bis</i>‐clickable Reagent for SuFEx and CuAAC Click Reactions

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  • Xu Zhang
    State Key Laboratory of Silicate Materials for Architectures; and School of Chemistry Chemical Engineering and Life Science Wuhan University of Technology 205 Luoshi Road Wuhan 430070 China
  • Balakrishna Moku
    State Key Laboratory of Silicate Materials for Architectures; and School of Chemistry Chemical Engineering and Life Science Wuhan University of Technology 205 Luoshi Road Wuhan 430070 China
  • Jing Leng
    State Key Laboratory of Silicate Materials for Architectures; and School of Chemistry Chemical Engineering and Life Science Wuhan University of Technology 205 Luoshi Road Wuhan 430070 China
  • K. P. Rakesh
    State Key Laboratory of Silicate Materials for Architectures; and School of Chemistry Chemical Engineering and Life Science Wuhan University of Technology 205 Luoshi Road Wuhan 430070 China
  • Hua‐Li Qin
    State Key Laboratory of Silicate Materials for Architectures; and School of Chemistry Chemical Engineering and Life Science Wuhan University of Technology 205 Luoshi Road Wuhan 430070 China

Abstract

<jats:p>A new reagent, 2‐azidoethane‐1‐sulfonylfluoride (ASF), was synthesized from 2‐chloroethane‐1‐sulfonyl fluoride in 50g‐scale with 87 % yield. This novel reagent possesses two selectively clickable functionalities to be used for both CuAAC and SuFEx click reactions. The application of this reagent ASF to the construction of a class of novel 1,2,3‐triazole derived S(VI)‐F analogs was achieved in a quick, efficient and atom‐economical manner. Orthogonally clickable construction of a new class of dendrimers was also accomplished.</jats:p>

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