title: Room-temperature decarboxylative alkynylation of carboxylic acids using photoredox catalysis and EBX reagents.
abstract: Alkynes are used as building blocks in synthetic and medicinal chemistry, chemical biology, and materials science. Therefore, efficient methods for their synthesis are the subject of intensive research. Herein, we report the direct synthesis of alkynes from readily available carboxylic acids at room temperature under visible-light irradiation. The combination of an iridium photocatalyst with ethynylbenziodoxolone (EBX) reagents allowed the decarboxylative alkynylation of carboxylic acids in good yields under mild conditions. The method could be applied to silyl-, aryl-, and alkyl- substituted alkynes. It was particularly successful in the case of α-amino and α-oxo acids derived from biomass.
authors.affiliation: Laboratory of Catalysis and Organic Synthesis, Ecole Polytechnique Fédérale de Lausanne, EPFL SB ISIC LCSO, BCH 4306, 1015 Lausanne (Switzerland) http://lcso.epfl.ch/
authors.forename: Franck
authors.initials: F
authors.lastname: Le Vaillant
authors.affiliation: Laboratory of Catalysis and Organic Synthesis, Ecole Polytechnique Fédérale de Lausanne, EPFL SB ISIC LCSO, BCH 4306, 1015 Lausanne (Switzerland) http://lcso.epfl.ch/|Current address: Laboratoire de Chimie & Biochimie, Pharmacologiques et Toxicologiques, Université Paris Descartes, CNRS-UMR 8601, 45 rue des Saints-Pères, 75006 Paris (France).
authors.forename: Thibaut
authors.initials: T
authors.lastname: Courant
authors.affiliation: Laboratory of Catalysis and Organic Synthesis, Ecole Polytechnique Fédérale de Lausanne, EPFL SB ISIC LCSO, BCH 4306, 1015 Lausanne (Switzerland) http://lcso.epfl.ch/. jerome.waser@epfl.ch.
authors.forename: Jerome
authors.initials: J
authors.lastname: Waser
keywords: alkynes; amino acids; carboxylic acids; hypervalent iodine; photocatalysis