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铱(III)催化的带有亚磺酰亚胺的β-碳硼烷的区域选择性B(4)-H胺化反应

Iridium(III)-Catalyzed Regioselective B(4)-H Amination of -Carboranes with Sufilimines.

作者信息

Park Kyeongna, Han Gi Uk, Yoon Sugyeong, Lee Eunseo, Noh Hee Chan, Lee Kyungsup, Maeng Chanyoung, Kim Dongwook, Lee Phil Ho

机构信息

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.

出版信息

Org Lett. 2023 Aug 18;25(32):5989-5994. doi: 10.1021/acs.orglett.3c02114. Epub 2023 Aug 4.

Abstract

Iridium(III)-catalyzed regioselective B(4)-H amination is developed from the reaction of -carborane acids with sulfilimines without any oxidants under mild conditions, which leads to a wide range of B(4)-H aminated -carboranes in good yields with a broad substrate scope. Moreover, the selective B(3,6)-diamination reaction of the -carborane acid was achieved. The present reaction is attractive from a practical point of view because dibenzothiophene is quantitatively recovered and reused.

摘要

铱(III)催化的区域选择性B(4)-H胺化反应是在温和条件下由-碳硼烷酸与亚磺酰亚胺反应发展而来,无需任何氧化剂,可得到一系列B(4)-H胺化的-碳硼烷,产率良好,底物范围广泛。此外,还实现了-碳硼烷酸的选择性B(3,6)-二胺化反应。从实际角度来看,本反应具有吸引力,因为二苯并噻吩可定量回收并重复使用。

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