title: Palladium-catalyzed chemoselective decarboxylative ortho acylation of benzoic acids with α-oxocarboxylic acids.
abstract: Palladium-catalyzed chemoselective decarboxylative cross coupling of benzoic acids with α-oxocarboxylic acids was realized via an arene sp(2) C-H functionalization process. This work represents the first example of transition-metal-catalyzed cross-coupling reactions with two acids acting in different roles. The synthetic utility of this method was confirmed by the synthesis of pitofenone, an antispasmodic used in the combined drug Spasmalgon.
authors.affiliation: Department of Chemistry and Chemical Biology, Indiana University Purdue University Indianapolis , Indianapolis, Indiana 46202, United States.
authors.forename: Jinmin
authors.initials: J
authors.lastname: Miao
authors.forename: Haibo
authors.initials: H
authors.lastname: Ge
mesh_terms: D000215:Acylation; D001561:Benzilates / Q000737:chemistry; D001565:Benzoates / Q000737:chemistry*; D001577:Benzophenones / Q000138:chemical synthesis / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D003653:Decarboxylation; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D010880:Piperidines / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D001561:Benzilates; D001565:Benzoates; D001577:Benzophenones; D002264:Carboxylic Acids; D010880:Piperidines; D010165:Palladium; C015454:pitofenone; C001967:denaverine