title: Ring expansion of alkynyl cyclopropanes to highly substituted cyclobutenes via a N-sulfonyl-1,2,3-triazole intermediate.
abstract: Regioselective ring expansion of alkynyl cyclopropanes to highly substituted cyclobutenes was developed. The reaction involves a copper-catalyzed cycloaddition of an alkyne with an arylsulfonyl azide and a silver-catalyzed carbene formation followed by ring expansion of a cyclopropyl carbene intermediate.
authors.affiliation: School of Pharmacy, University of Wisconsin, Madison, WI 53705, USA.
authors.forename: Renhe
authors.initials: R
authors.lastname: Liu
authors.forename: Min
authors.initials: M
authors.lastname: Zhang
authors.forename: Gabrielle
authors.initials: G
authors.lastname: Winston-McPherson
authors.forename: Weiping
authors.initials: W
authors.lastname: Tang
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry; D061565:Cycloaddition Reaction; D003521:Cyclopropanes / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives / Q000737:chemistry; D012834:Silver / Q000737:chemistry; D014230:Triazoles / Q000737:chemistry*
chemical_list: D000480:Alkynes; D001386:Azides; D003521:Cyclopropanes; D014230:Triazoles; C030011:carbene; D012834:Silver; D003300:Copper; D008697:Methane