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2‐Azidoethane‐1‐sulfonylfluoride (ASF): A Versatile Bis ‐clickable Reagent for SuFEx and CuAAC Click Reactions
Author(s) -
Zhang Xu,
Moku Balakrishna,
Leng Jing,
Rakesh K. P.,
Qin HuaLi
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801825
Subject(s) - reagent , click chemistry , chemistry , dendrimer , combinatorial chemistry , yield (engineering) , fluoride , organic chemistry , materials science , inorganic chemistry , metallurgy
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.