936487-27-3Relevant articles and documents
Activator-Promoted Aryl Halide-Dependent Chemoselective Buchwald-Hartwig and Suzuki-Miyaura Type Cross-Coupling Reactions
Dhital, Raghu N.,Hashizume, Daisuke,Hu, Hao,Ishii, Rikako,Sato, Takuma,Sen, Abhijit,Takaya, Hikaru,Uozumi, Yasuhiro,Yamada, Yoichi M. A.
supporting information, (2020/06/29)
Herein, we report the development of aryl halide-dependent chemoselective reactions, viz., the Buchwald-Hartwig type coupling reaction of an aryl iodide with an arylboronic acid and an aryl amine in the presence of a heterogeneous and reusable nickel catalyst and the Suzuki-Miyaura type coupling of an aryl chloride under similar conditions. Control experiments revealed that the presence of stoichiometric amounts of the phenylboronic acid/ester and aryl amine are essential for both reactions. NMR and XAFS studies suggested the formation of a boron-amine "ate"complex.
Nickel-catalyzed synthesis of diarylamines via oxidatively induced C-N bond formation at room temperature
Ilies, Laurean,Matsubara, Tatsuaki,Nakamura, Eiichi
supporting information, p. 5570 - 5573,4 (2012/12/12)
A nickel-catalyzed oxidative coupling of zinc amides with organomagnesium compounds selectively produces diarylamines under mild reaction conditions, with tolerance for chloride, bromide, hydroxyl, ester, and ketone groups. A diamine is bis-monoarylated. A bromoaniline undergoes N-arylation followed by Kumada-Tamao-Corriu coupling in one pot. The reaction may proceed via oxidatively induced reductive elimination of a nickel species.