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Nickel-Catalyzed 1,2-Arylboration of Unactivated Alkenes to Access Boryl-Functionalized Aliphatic Amines. 2022
Xiao Meng, and
Lin Zhu, and
Jimin Liang, and
Haoran Shi, and
Jun Lv, and
Mengbo Wang, and
Lanlan Zhang, and
Chao Wang
Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, People's Republic of China.
We report herein a three-component 1,2-arylboration of alkenyl amines bearing a cleavable picolinamide directing group. With aryl halides as electrophiles and B2Pin2 as nucleophiles, a wide range of alkenes could be converted into valuable boryl-functionalized aliphatic amines. The reaction proceeds with high levels of chemo- and regiocontrol and exhibits high functional group tolerance. In addition, the pinacol boronic ester group could undergo various transformations, indicating that the protocol could potentially provide a platform for versatile regioselective difunctionalization of alkenyl amines.
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