title: An efficient catalyst for Pd-catalyzed carbonylation of aryl arenesulfonates.
abstract: Aryl carboxylic esters were synthesized by Pd-catalyzed carbonylation of aryl p-fluorobenzenesulfonates or -tosylates. A unique Josiphos ligand was discovered through high-throughput catalyst screening, which was the key for the successful carbonylation of various substrates. This catalyst is effective and works well for both electron-rich and electron-poor aryl arenesulfonates. Isolated yields of up to 90% were obtained for aryl p-fluorobenzenesulfonates and -tosylates. [reaction: see text]
authors.affiliation: Process Research, Merck Research Laboratories, Merck & Company, Inc., P. O. Box 2000, Rahway, NJ 07065, USA. chaoxian_cai@merck.com
authors.forename: Chaoxian
authors.initials: C
authors.lastname: Cai
authors.forename: Nelo R
authors.initials: NR
authors.lastname: Rivera
authors.forename: Jaume
authors.initials: J
authors.lastname: Balsells
authors.forename: Rick R
authors.initials: RR
authors.lastname: Sidler
authors.forename: J Christopher
authors.initials: JC
authors.lastname: McWilliams
authors.forename: C Scott
authors.initials: CS
authors.lastname: Shultz
authors.forename: Yongkui
authors.initials: Y
authors.lastname: Sun
mesh_terms: D001190:Arylsulfonates / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D004952:Esters; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium; D014105:Tosyl Compounds / Q000737:chemistry*
chemical_list: D001190:Arylsulfonates; D004952:Esters; D006845:Hydrocarbons, Fluorinated; D014105:Tosyl Compounds; D010165:Palladium