通过协同光氧化还原和铜催化实现苄位 C-H 键的对映选择性自由基三氟甲基化。
Enantioselective Radical Trifluoromethylation of Benzylic C-H Bonds via Cooperative Photoredox and Copper Catalysis.
机构信息
State Key Laboratory of Organometallic Chemistry and Shanghai Hongkong Joint Laboratory in Chemical Synthesis, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
Chang-Kung Chuang Institute, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, China.
出版信息
J Am Chem Soc. 2022 Aug 3;144(30):13468-13474. doi: 10.1021/jacs.2c06432. Epub 2022 Jul 21.
The first enantioselective radical trifluoromethylation of benzylic C-H bonds has been established by a cooperative photoredox and copper catalysis system, providing straightforward access to structurally diverse benzylic trifluoromethylation products in good yields with excellent enantioselectivities under mild conditions. Our method features a broad substrate scope and excellent functional group compatibility. Merging the cooperative photoredox catalysis with copper catalysis is essential for the reaction, where the photoredox catalysis is used for the generation of benzylic radicals from alkyl arenes through a hydrogen atom transfer process and the copper catalysis is used for the enantioselective trifluoromethylation of the benzylic radicals.
通过光氧化还原和铜催化协同作用体系，首次实现了苄位 C-H 键的对映选择性自由基三氟甲基化反应，在温和条件下以优异的对映选择性和良好的收率，为结构多样的苄位三氟甲基化产物提供了直接途径。该方法具有广泛的底物范围和良好的官能团兼容性。将光氧化还原协同催化与铜催化相结合是反应的关键，其中光氧化还原催化通过氢原子转移过程从芳基烷基中生成苄基自由基，而铜催化则用于苄基自由基的对映选择性三氟甲基化。
Zotero 插件