title: Iodoaromatization reactions of enyne-dioxinones: syntheses of 4H-1,3-benzodioxin-4-ones, masked pentasubstituted arenes.
abstract: Sequential reaction of a keto-dioxinone with dimethylformamide dimethyl acetal and a range of magnesium acetylides gave the corresponding enyne-dioxinones as mixtures of E and Z isomers (E > Z). Subsequent reaction with iodine monochloride resulted in cycloaromatization, presumably via an iodovinyl cation, giving a range of 4H-1,3-benzodioxin-4-ones.
authors.affiliation: Department of Chemistry, Imperial College London , London SW7 2AZ, England.
authors.forename: Paul A
authors.initials: PA
authors.lastname: Brookes
authors.forename: Anthony G M
authors.initials: AG
authors.lastname: Barrett
mesh_terms: D004147:Dioxins / Q000737:chemistry*; D007455:Iodine / Q000737:chemistry*; D007536:Isomerism; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D004147:Dioxins; D007659:Ketones; D007455:Iodine