title: Efficient synthesis of 2-substituted-1,2,3-triazoles.
abstract: In this three-component reaction, alkynes undergo a copper(I)-catalyzed cycloaddition with sodium azide and formaldehyde to yield 2-hydroxymethyl-2 H-1,2,3-triazoles, which are useful intermediates that can be readily converted to polyfunctional molecules. The hydroxymethyl group can also be removed, providing convenient access to N H-1,2,3-triazoles. The reaction is experimentally simple and readily scalable.
authors.affiliation: Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
authors.forename: Jarosław
authors.initials: J
authors.lastname: Kalisiak
authors.forename: K Barry
authors.initials: KB
authors.lastname: Sharpless
authors.forename: Valery V
authors.initials: VV
authors.lastname: Fokin
mesh_terms: D000480:Alkynes / Q000737:chemistry; D018360:Crystallography, X-Ray; D003500:Cyclization; D005557:Formaldehyde / Q000737:chemistry; D019810:Sodium Azide / Q000737:chemistry; D014230:Triazoles / Q000138:chemical synthesis*
chemical_list: D000480:Alkynes; D014230:Triazoles; D005557:Formaldehyde; D019810:Sodium Azide