title: Ring expansion and rearrangements of rhodium(II) azavinyl carbenes.
abstract: Room for expansion: an efficient, regioselective, and convergent method for the ring expansion and rearrangement of 1-sulfonyl-1,2,3-triazoles under rhodium(II)-catalyzed conditions is described. These denitrogenative reactions form substituted enaminone and olefin-based products. The enaminone products can be further functionalized to give various heterocycles and ketone derivatives, thus rendering the sulfonyl triazole traceless.
authors.affiliation: Department of Chemistry, The Scripps Research Institute, La Jolla, CA 92037, USA.
authors.forename: Nicklas
authors.initials: N
authors.lastname: Selander
authors.forename: Brady T
authors.initials: BT
authors.lastname: Worrell
authors.forename: Valery V
authors.initials: VV
authors.lastname: Fokin
mesh_terms: D000475:Alkenes / Q000737:chemistry; D002384:Catalysis; D057930:Click Chemistry; D006571:Heterocyclic Compounds / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D014230:Triazoles / Q000737:chemistry
chemical_list: D000475:Alkenes; D006571:Heterocyclic Compounds; D014230:Triazoles; C030011:carbene; D012238:Rhodium; D008697:Methane