Nickel-catalyzed biaryl coupling of heteroarenes and aryl halides/triflates.
Ni-based catalytic systems for the arylation of heteroarenes with aryl halides and triflates have been established. Ni(OAc)(2)/bipy is a general catalyst for aryl bromides/iodides, and Ni(OAc)(2)/dppf is effective for aryl chlorides/triflates. Thiazole, benzothiazole, oxazole, benzoxazole, and benzimidazole are applicable as heteroarene coupling partners. A rapid synthesis of febuxostat, a drug for gout and hyperuricemia, is also demonstrated.
Canivet
Jérôme
J
Department of Chemistry, Graduate School of Science, Nagoya University, and PRESTO, Japan Science and Technology Agency, Nagoya 464-8602, Japan.
Yamaguchi
Junichiro
J
Ban
Ikuya
I
Itami
Kenichiro
K
D020650:Combinatorial Chemistry Techniques; D000069465:Febuxostat; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry
D006846:Hydrocarbons, Halogenated; D008698:Mesylates; D013844:Thiazoles; D000069465:Febuxostat; D009532:Nickel