title: [Rh(III)(Cp*)]-catalyzed cascade arylation and chlorination of α-diazocarbonyl compounds with arylboronic acids and N-chlorosuccinimide for facile synthesis of α-aryl-α-chloro carbonyl compounds.
abstract: A Rh(III)-catalyzed cascade arylation and chlorination of α-diazocarbonyl compounds with arylboronic acids and N-chlorosuccinimide was achieved. The reaction exhibits excellent functional group tolerance on the organoboron and the diazo reagents; the functionalized α-aryl-α-chlorocarbonyl compounds were obtained in up to 86% yields. The cascade reaction should involve migratory carbene insertion of arylrhodium(III) to form some reactive rhodium(III)-diketonate complexes. Its subsequent reaction with N-chlorosuccinmide afforded the α-chlorocarbonyl products.
authors.affiliation: State Key Laboratory for Chirosciences and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong.
authors.forename: Fo-Ning
authors.initials: FN
authors.lastname: Ng
authors.affiliation: State Key Laboratory for Chirosciences and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong.
authors.forename: Yan-Fung
authors.initials: YF
authors.lastname: Lau
authors.affiliation: State Key Laboratory for Chirosciences and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong.
authors.forename: Zhongyuan
authors.initials: Z
authors.lastname: Zhou
authors.affiliation: State Key Laboratory for Chirosciences and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong.
authors.forename: Wing-Yiu
authors.initials: WY
authors.lastname: Yu
mesh_terms: D001391:Azo Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D054879:Halogenation; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013388:Succinimides / Q000737:chemistry*
chemical_list: D001391:Azo Compounds; D001897:Boronic Acids; D007659:Ketones; D009942:Organometallic Compounds; D013388:Succinimides; C015752:N-chlorosuccinimide; D012238:Rhodium