title: Conversion of cyclic ketones to 2,3-fused pyrroles and substituted indoles.
abstract: A highly effective synthesis of 2,3-fused pyrroles from cyclic ketones has been achieved. The transformation includes a rhodium-catalyzed reaction of 4-alkenyl-1-sulfonyl-1,2,3-triazoles featuring an unusual 4π electrocyclization. The methodology was further extended to the synthesis of indoles using a one-pot reaction starting from 1-ethynylcyclohexenes.
authors.affiliation: Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, Georgia 30322, USA.
authors.forename: Joshua S
authors.initials: JS
authors.lastname: Alford
authors.forename: Jillian E
authors.initials: JE
authors.lastname: Spangler
authors.forename: Huw M L
authors.initials: HM
authors.lastname: Davies
mesh_terms: D002384:Catalysis; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D012238:Rhodium / Q000737:chemistry; D014230:Triazoles / Q000737:chemistry
chemical_list: D007211:Indoles; D007659:Ketones; D011758:Pyrroles; D014230:Triazoles; D012238:Rhodium