title: A general method for copper-catalyzed arene cross-dimerization.
abstract: A general method for a highly regioselective copper-catalyzed cross-coupling of two aromatic compounds using iodine as an oxidant has been developed. The reactions involve an initial iodination of one arene followed by arylation of the most acidic C-H bond of the other coupling component. Cross-coupling of electron-rich arenes, electron-poor arenes, and five- and six-membered heterocycles is possible in many combinations. Typically, a 1/1.5 to 1/3 ratio of coupling components is used, in contrast to existing methodology that often employs a large excess of one of the arenes. Common functionalities such as ester, ketone, aldehyde, ether, nitrile, nitro, and amine are well-tolerated.
authors.affiliation: Department of Chemistry, University of Houston, Houston, Texas 77204-5003, United States.
authors.forename: Hien-Quang
authors.initials: HQ
authors.lastname: Do
authors.forename: Olafs
authors.initials: O
authors.lastname: Daugulis
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D019281:Dimerization; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D007455:Iodine / Q000737:chemistry; D016877:Oxidants / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D006841:Hydrocarbons, Aromatic; D016877:Oxidants; D003300:Copper; D007455:Iodine