title: Preparation and Reactions of Indoleninyl Halides: Scaffolds for the Synthesis of Spirocyclic Indole Derivatives.
abstract: The dearomatization of 2-haloindole precursors allows access to indoleninyl halides, a hitherto underexploited functional handle with broad synthetic utility. Indoleninyl iodides have been shown to react via three distinct modes: hydrolysis, nucleophilic substitution, and cross-coupling. This allows a broad array of functionalized spirocyclic indole derivatives to be generated from a common starting material. They are also useful precursors to functionalized quinolines following migratory rearrangement and subsequent derivatization reactions.
authors.affiliation: Department of Chemistry, University of York , Heslington, York YO10 5DD, U.K.
authors.forename: John T R
authors.initials: JT
authors.lastname: Liddon
authors.affiliation: Department of Chemistry, University of York , Heslington, York YO10 5DD, U.K.
authors.forename: Aimee K
authors.initials: AK
authors.lastname: Clarke
authors.affiliation: Department of Chemistry, University of York , Heslington, York YO10 5DD, U.K.
authors.forename: Richard J K
authors.initials: RJ
authors.lastname: Taylor
authors.affiliation: Department of Chemistry, University of York , Heslington, York YO10 5DD, U.K.
authors.forename: William P
authors.identifier: 0000-0002-9169-5156
authors.initials: WP
authors.lastname: Unsworth