title: Highly efficient and chemoselective α-iodination of acrylate esters through Morita-Baylis-Hillman-type chemistry.
abstract: The chemoselective α-iodination of various simple and multi-functionalised acrylic esters is efficiently accomplished by a Morita-Baylis-Hillman protocol involving the use of N-iodophthalimide, 3-quinuclidinol and KF-Celite in acetonitrile. No degradation of the obtained compounds was observed under the optimized conditions thus, furnishing α-iodoacrylates suitable for organometallic reactions (i.e. Nozaki-Kishi-Hiyama type coupling).
authors.affiliation: Department of Drug and Natural Product Synthesis, University of Vienna, Althanstrasse 14, 1090, Vienna, Austria. vpace@farm.ucm.es
authors.forename: Vittorio
authors.initials: V
authors.lastname: Pace
authors.forename: Gytė
authors.initials: G
authors.lastname: Vilkauskaitė
authors.forename: Algirdas
authors.initials: A
authors.lastname: Šačkus
authors.forename: Wolfgang
authors.initials: W
authors.lastname: Holzer
mesh_terms: D000179:Acrylates / Q000737:chemistry*; D004952:Esters / Q000737:chemistry*; D054879:Halogenation; D006847:Hydrocarbons, Iodinated / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D000179:Acrylates; D004952:Esters; D006847:Hydrocarbons, Iodinated