Meng Xiao, Zhu Lin, Liang Jimin, Shi Haoran, Lv Jun, Wang Mengbo, Zhang Lanlan, Wang Chao
Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, People's Republic of China.
Org Lett. 2022 Sep 30;24(38):6962-6967. doi: 10.1021/acs.orglett.2c02768. Epub 2022 Sep 22.
We report herein a three-component 1,2-arylboration of alkenyl amines bearing a cleavable picolinamide directing group. With aryl halides as electrophiles and BPin 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.
我们在此报告了一种带有可裂解吡啶甲酰胺导向基团的烯基胺的三组分1,2-芳基硼化反应。以芳基卤化物作为亲电试剂，联硼酸频那醇酯作为亲核试剂，多种烯烃可转化为有价值的硼基官能化脂肪胺。该反应具有高度的化学和区域选择性，并且对官能团具有高耐受性。此外，频哪醇硼酸酯基团可进行各种转化，这表明该方法有可能为烯基胺的通用区域选择性双官能化提供一个平台。
