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- Title
2‐Azidoethane‐1‐sulfonylfluoride (ASF): A Versatile Bis‐clickable Reagent for SuFEx and CuAAC Click Reactions.
- Authors
Zhang, Xu; Moku, Balakrishna; Leng, Jing; Rakesh, K. P.; Qin, Hua‐Li
- Abstract
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. 2‐Azidoethane‐1‐sulfonylfluoride (ASF) was used to prepare a unique 1,2,3‐triazole‐derived S(VI)‐F library for medicinal chemistry, chemical biology, and drug discovery in a quick, efficient and atom‐economical manner applying click chemistry. A new class of dendrimers was developed using this reagent through orthogonal CuAAC and SuFEx click reactions.
- Subjects
FLUORIDES; CHEMICAL reactions; DENDRIMERS; CHEMICAL biology; DRUG development; PHARMACEUTICAL chemistry
- Publication
European Journal of Organic Chemistry, 2019, Vol 2019, Issue 8, p1763
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201801825