title: Pd(II)-catalyzed carbonylation of C(sp3)-H bonds: a new entry to 1,4-dicarbonyl compounds.
abstract: Pd(II)-catalyzed β-C(sp(3))-H carbonylation of N-arylamides under CO (1 atm) has been achieved. Following amide-directed C(sp(3))-H cleavage and insertion of CO into the resulting [Pd(II)-C(sp(3))] bond, intramolecular C-N reductive elimination gave the corresponding succinimides, which could be readily converted to 1,4-dicarbonyl compounds. This method was found to be effective with substrates containing α-hydrogen atoms and could be applied to effect methylene C(sp(3))-H carbonylation of cyclopropanes.
authors.affiliation: Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
authors.forename: Eun Jeong
authors.initials: EJ
authors.lastname: Yoo
authors.forename: Masayuki
authors.initials: M
authors.lastname: Wasa
authors.forename: Jin-Quan
authors.initials: JQ
authors.lastname: Yu
mesh_terms: D000577:Amides / Q000737:chemistry*; D002244:Carbon / Q000737:chemistry*; D002248:Carbon Monoxide / Q000737:chemistry; D002384:Catalysis; D006859:Hydrogen / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D013388:Succinimides / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D000577:Amides; D013388:Succinimides; D010165:Palladium; D002244:Carbon; D002248:Carbon Monoxide; D006859:Hydrogen