17336-45-7Relevant academic research and scientific papers
Reactions of α-Polyhalo Ketone Tosylhydrazones with Sulfide Ion and Primary Amines. Cyclization to 1,2,3-Thiadiazoles and 1,2,3-Triazoles
Sakai, Kunikazu,Hida, Nobuko,Kondo, Kiyosi
, p. 179 - 184 (1986)
Trichloroacetaldehyde tosylhydrazone acts as an excellent precursor of diazodithioacetate which is generated by treatment of the hydrazone with sulfide ion.This spontaneously cyclizes it to 5-mercapto-1,2,3-thiadiazole.The precursor also gives a 5-amino-1
Traceless tosylhydrazone-based triazole formation: A metal-free alternative to strain-promoted azide-alkyne cycloaddition
Vanberkel, Sander S.,Brauch, Sebastian,Gabriel, Lars,Henze, Michael,Stark, Sebastian,Vasilev, Dimitar,Wessjohann, Ludger A.,Abbas, Muhammad,Westermann, Bernhard
scheme or table, p. 5343 - 5346 (2012/07/14)
Triple-T trick! Traceless tosylhydrazone-based triazole formation is readily achieved by reacting primary amines with functional α,α- dichlorotosylhydrozones under ambient conditions. This fast and efficient alternative affords exclusively 1,4-substituted triazole "click products" with complete retention of configuration. Primary amines, inherent to many natural products, can be modified in this way without protecting group manipulations. Copyright
Synthesis of 1,2,3-triazoles
Dolly,Batanero, Belen,Barba, Fructuoso
, p. 1175 - 1180 (2007/10/03)
4-Phenyl-1-(p-toluenesulfonamido)-1,2,3-triazole (1) is obtained when phenacyl halides react with tosyl hydrazide in one-pot process.
