Electrochemically enabled (enantioselective) nickel-catalyzed sp³ C-H α-arylation of (a)cyclic heterohydrocarbons

(a)环状杂烃的电化学活化（对映选择性）镍催化 sp 3 C-H α-芳基化

• 批准号: 417040718
• 负责人: Dr. Johannes Teske
• 金额: --
• 依托单位: Department of Chemistry
• 依托单位国家: 德国
• 项目类别: Research Fellowships
• 财政年份: 2019
• 资助国家: 德国
• 起止时间: 2018-12-31 至 2019-12-31
• 项目状态: 已结题
• 来源: https://gepris.dfg.de/gepris/projekt/417040718?language=en
• 关键词: Electrochemically; enabled; enantioselective; nickel; catalyzed

The research project focusses on the devolvement of an electrochemically enabled (enantioselective) nickel catalyzed sp3 C-H α-arylation of (a)cyclic heterohydrocarbons.According to previous publications by Yoshida, electrochemically generated α-radically pyrrolidines are to be cross-coupled with arylhalides under nickel-catalysis to yield the desired 2-arylpyrrolidines. After optimization of the reaction parameters, the substrate scope, use of chiral ligands to generate enantiopure products, as well as the use of various other (a)cyclic heterohydrocarbons is to be elaborated. The underlying mechanism of the cross-coupling will be investigated, inter alia by kinetic isotope effects. By carrying out the reaction on a multigram scale, the use of the developed sp3 C-H α-arylation in organic synthesis is to be displayed.

该研究项目的重点是开发一种电化学激活（对映选择性）镍催化的(a)环杂烃的sp3 C-H α-芳基化。根据吉田之前发表的文章，电化学生成的α-自由基吡咯烷在镍催化下与芳基卤化物交叉偶联，生成所需的2-芳基吡咯烷。优化反应参数后，阐述底物范围、使用手性配体生成对映纯产物，以及其他各种(a)环杂烃的使用。交叉耦合的潜在机制将被研究，特别是通过动力学同位素效应。通过在多图尺度上进行反应，可以显示sp3 C-H α-芳基化在有机合成中的应用。