Litcius/Paper detail

Modular synthesis of triazoles from 2-azidoacrylamides having a nucleophilic amino group

Hinano Takemura, Gaku Orimoto, Akihiro Kobayashi, Takamitsu Hosoya, Suguru Yoshida

2022Organic & Biomolecular Chemistry11 citationsDOIOpen Access PDF

Abstract

Assembling methods using 2-azidoacrylamides having a nucleophilic amino group are disclosed. Divergent transformations of the amine-type trivalent platform were accomplished with a wide variety of electrophiles to obtain a broad range of 2-azidoacrylamides involving a fluorosulfonyl group-containing trivalent platform. Consecutive click conjugations including triazole formation, thiol-ene-type 1,4-addition, and SuFEx reactions realized the efficient assembly of easily available simple modules.

Topics & Concepts

ChemistryNucleophileModular designGroup (periodic table)Click chemistryNucleophilic additionCombinatorial chemistryNucleophilic substitutionStereochemistryMedicinal chemistryOrganic chemistryProgramming languageCatalysisComputer scienceClick Chemistry and ApplicationsChemical Synthesis and AnalysisSynthesis and Catalytic Reactions