title: Merging Photoredox and Nickel Catalysis: The Direct Synthesis of Ketones by the Decarboxylative Arylation of α-Oxo Acids.
abstract: The direct decarboxylative arylation of α-oxo acids has been achieved by synergistic visible-light-mediated photoredox and nickel catalysis. This method offers rapid entry to aryl and alkyl ketone architectures from simple α-oxo acid precursors via an acyl radical intermediate. Significant substrate scope is observed with respect to both the oxo acid and arene coupling partners. This mild decarboxylative arylation can also be utilized to efficiently access medicinal agents, as demonstrated by the rapid synthesis of fenofibrate.
authors.affiliation: Merck Center for Catalysis at Princeton University, Washington Road, Princeton, NJ 08544 (USA) http://www.princeton.edu/chemistry/macmillan/
authors.forename: Lingling
authors.initials: L
authors.lastname: Chu
authors.affiliation: Merck Center for Catalysis at Princeton University, Washington Road, Princeton, NJ 08544 (USA) http://www.princeton.edu/chemistry/macmillan/
authors.forename: Jeffrey M
authors.initials: JM
authors.lastname: Lipshultz
authors.affiliation: Merck Center for Catalysis at Princeton University, Washington Road, Princeton, NJ 08544 (USA) http://www.princeton.edu/chemistry/macmillan/. dmacmill@princeton.edu.
authors.forename: David W C
authors.initials: DW
authors.lastname: MacMillan
mesh_terms: D002384:Catalysis; D011345:Fenofibrate / Q000138:chemical synthesis; D006841:Hydrocarbons, Aromatic / Q000138:chemical synthesis / Q000737:chemistry*; D000960:Hypolipidemic Agents / Q000138:chemical synthesis; D007651:Keto Acids / Q000138:chemical synthesis / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D008027:Light; D009532:Nickel / Q000737:chemistry*; D010084:Oxidation-Reduction
chemical_list: D006841:Hydrocarbons, Aromatic; D000960:Hypolipidemic Agents; D007651:Keto Acids; D007659:Ketones; D009532:Nickel; D011345:Fenofibrate
keywords: arylation; decarboxylation; nickel catalysis; photoredox catalysis; α-oxo acids