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Synthesis of 5‐Fluorotriazoles by Silver‐Mediated Fluorination of 5‐Iodotriazoles
Author(s) -
Wang Damin,
Sun Wenjing,
Chu Taiwei
Publication year - 2015
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.201500338
Subject(s) - chemistry , diamine , ligand (biochemistry) , fluoride , stereochemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , inorganic chemistry , receptor , biochemistry
A simple method was developed for the direct fluorination of 5‐iodotriazoles with AgF as fluoride source and N 1 , N 1 , N 2 , N 2 ‐tetramethylethane‐1,2‐diamine (TMEDA) as ligand. This method is compatible with various functional groups. 5‐Iodotriazoles without aromatic groups at the 4‐position or aliphatic substituents at the N1 position can also be smoothly converted to the corresponding 5‐fluorotriazoles. Preliminary mechanism studies were also performed.