title: Palladium-catalyzed α-arylation of 2-chloroacetates and 2-chloroacetamides.
abstract: A method has been developed for the Pd-catalyzed synthesis of α-(hetero)aryl esters and amides through a Suzuki-Miyaura cross-coupling reaction. This method avoids the use of strong base, does not necessitate inert or low temperature formation of reagents, and does not require the use of a large excess of organometallic reagent. Utilization of organotrifluoroborate salts as nucleophilic partners allows a variety of functional groups and heterocyclic compounds to be tolerated.
authors.affiliation: Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, USA. gmolandr@sas.upenn.edu
authors.forename: Gary A
authors.initials: GA
authors.lastname: Molander
authors.forename: Kaitlin M
authors.initials: KM
authors.lastname: Traister
authors.forename: Thiago
authors.initials: T
authors.lastname: Barcellos
mesh_terms: D000081:Acetamides / Q000737:chemistry*; D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D062845:Chloroacetates / Q000737:chemistry*; D004952:Esters; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D012492:Salts / Q000737:chemistry*; D013696:Temperature
chemical_list: D000081:Acetamides; D001897:Boronic Acids; D062845:Chloroacetates; D004952:Esters; D006571:Heterocyclic Compounds; D007202:Indicators and Reagents; D012492:Salts; C013874:chloroacetamide; D010165:Palladium