Baek Yonghyeon, Cheong Kiun, Kim Dongwook, Lee Phil Ho
Department of Chemistry, Kangwon National University, Chuncheon 24341, Republic of Korea.
Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 34141, Republic of Korea.
Org Lett. 2021 Feb 19;23(4):1188-1193. doi: 10.1021/acs.orglett.0c04086. Epub 2021 Feb 4.
Palladium-catalyzed iterative cage B-H arylation reaction of a wide range of B(4)-acylamino--carboranes with aryl iodides has been developed, leading to the formation of B(5,8,9)-triarylated B(4)-acylamino--carboranes with excellent regioselectivity. Moreover, B(5,8,9)-triarylated carboranes bearing three different aryl groups were synthesized from B(4)-acylamino--carborane and three different aryl iodides. The order of introduction [B(9) > B(8) > B(5)] of aryl groups into the B(5,8,9)-triarylation reaction was determined for the first time through NMR monitoring and X-ray analyses.
已开发出钯催化的多种B(4)-酰氨基-碳硼烷与芳基碘的迭代笼硼-氢芳基化反应，可形成具有优异区域选择性的B(5,8,9)-三芳基化B(4)-酰氨基-碳硼烷。此外，由B(4)-酰氨基-碳硼烷和三种不同的芳基碘合成了带有三个不同芳基的B(5,8,9)-三芳基化碳硼烷。通过核磁共振监测和X射线分析首次确定了芳基引入B(5,8,9)-三芳基化反应的顺序[B(9) > B(8) > B(5)]。
