title: Copper-catalyzed selective arylations of benzoxazoles with aryl iodides.
abstract: A copper-catalyzed direct ring-opening double N-arylation of benzoxazoles with aryl iodides has been developed. The present system exhibits high selectivity despite competition from C-arylation. The selectivity between ring-opening N-arylation and C-arylation was controlled by the choice of reaction vessel. The nitrile bound bis(triphenylphosphine)copper cyanide was identified as the active catalytic species for both reactions, and when combined with a nitrile-containing solvent, enhanced the reaction efficiency.
authors.affiliation: †Department of Chemistry and BK21Plus Research Team, Chungbuk National University, 1 Chungdae-ro, Seowon-gu, Cheongju-si, Chungbuk 362-763, Republic of Korea.
authors.forename: Donghae
authors.initials: D
authors.lastname: Kim
authors.affiliation: †Department of Chemistry and BK21Plus Research Team, Chungbuk National University, 1 Chungdae-ro, Seowon-gu, Cheongju-si, Chungbuk 362-763, Republic of Korea.
authors.forename: Kwangho
authors.initials: K
authors.lastname: Yoo
authors.affiliation: †Department of Chemistry and BK21Plus Research Team, Chungbuk National University, 1 Chungdae-ro, Seowon-gu, Cheongju-si, Chungbuk 362-763, Republic of Korea.
authors.forename: Se Eun
authors.initials: SE
authors.lastname: Kim
authors.affiliation: †Department of Chemistry and BK21Plus Research Team, Chungbuk National University, 1 Chungdae-ro, Seowon-gu, Cheongju-si, Chungbuk 362-763, Republic of Korea.
authors.forename: Hee Jin
authors.initials: HJ
authors.lastname: Cho
authors.affiliation: ‡Department of Chemistry, Chonnam National University, Gwangju, 500-757, Republic of Korea.
authors.forename: Junseong
authors.initials: J
authors.lastname: Lee
authors.affiliation: †Department of Chemistry and BK21Plus Research Team, Chungbuk National University, 1 Chungdae-ro, Seowon-gu, Cheongju-si, Chungbuk 362-763, Republic of Korea.
authors.forename: Youngjo
authors.initials: Y
authors.lastname: Kim
authors.affiliation: †Department of Chemistry and BK21Plus Research Team, Chungbuk National University, 1 Chungdae-ro, Seowon-gu, Cheongju-si, Chungbuk 362-763, Republic of Korea.
authors.forename: Min
authors.initials: M
authors.lastname: Kim
mesh_terms: D001583:Benzoxazoles / Q000737:chemistry*; D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry*; D003300:Copper / Q000737:chemistry*; D007454:Iodides / Q000737:chemistry*; D009570:Nitriles / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry
chemical_list: D001583:Benzoxazoles; D056831:Coordination Complexes; D007454:Iodides; D009570:Nitriles; D012997:Solvents; D003300:Copper