title: Facile synthesis of 4-vinyl- and 4-fluorovinyl-1,2,3-triazoles via bifunctional "click-olefination" reagents.
abstract: Modular synthesis of vinyl and fluorovinyl triazoles can be achieved from bifunctional propargyl and fluoropropargyl sulfones by Cu-catalyzed azide-alkyne ligation and Julia-Kocienski olefination. Competitive click reactions of the protio and fluoropropargyl sulfones show higher reactivity of the latter, and a preliminary DFT analysis was performed.
authors.affiliation: Department of Chemistry, The City College and The City University of New York, New York, New York 10031-9198, USA.
authors.forename: Rakesh
authors.initials: R
authors.lastname: Kumar
authors.forename: Padmanava
authors.initials: P
authors.lastname: Pradhan
authors.forename: Barbara
authors.initials: B
authors.lastname: Zajc
mesh_terms: D000480:Alkynes / Q000737:chemistry; D001386:Azides / Q000737:chemistry; D002384:Catalysis; D057930:Click Chemistry / Q000379:methods*; D003300:Copper / Q000737:chemistry; D054879:Halogenation; D015394:Molecular Structure; D013450:Sulfones / Q000737:chemistry; D014230:Triazoles / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000480:Alkynes; D001386:Azides; D013450:Sulfones; D014230:Triazoles; D003300:Copper