Lee Kyungsup, Yoon Sugyeong, Noh Hee Chan, 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, Daejeon 34141, Republic of Korea.
Org Lett. 2024 Oct 4;26(39):8410-8415. doi: 10.1021/acs.orglett.4c03250. Epub 2024 Sep 25.
Rh(III)-catalyzed B(4)-azo coupling reactions of -carborane acids with aryl diazonium tetrafluoroborates have been developed, leading to the regioselective formation of B(4)-azo-coupled -carboranes. Moreover, B(4)-azo-coupled -carboranes can be further functionalized by introducing a second azo group, producing B(4)-C(1)-di(arylazo) -carborane. The B(4)-azo group as an efficient directing group enables catalytic C-H amidation reactions, providing a new synthetic route for complex -carborane derivatives.
