title: Trichlorophenyl formate: highly reactive and easily accessible crystalline CO surrogate for palladium-catalyzed carbonylation of aryl/alkenyl halides and triflates.
abstract: The high utility of 2,4,6-trichlorophenyl formate, a highly reactive and easily accessible crystalline CO surrogate, is demonstrated. The decarbonylation with NEt(3) to generate CO proceeded rapidly at rt, thereby allowing external-CO-free Pd-catalyzed carbonylation of aryl/alkenyl halides and triflates. The high reactivity of the CO surrogate enabled carbonylation at rt and significantly reduced the quantities of formate to near-stoichiometric levels. The obtained trichlorophenyl esters can be readily converted to a variety of carboxylic acid derivatives in high yields.
authors.affiliation: School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Shizuoka 422-8526, Japan.
authors.forename: Tsuyoshi
authors.initials: T
authors.lastname: Ueda
authors.forename: Hideyuki
authors.initials: H
authors.lastname: Konishi
authors.forename: Kei
authors.initials: K
authors.lastname: Manabe
mesh_terms: D002248:Carbon Monoxide / Q000737:chemistry; D002384:Catalysis; D005561:Formates / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*
chemical_list: D005561:Formates; C083354:chlorocarbonic acid; D010165:Palladium; D002248:Carbon Monoxide