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钌电催化多米诺三组分炔烃环化反应用于便捷合成异喹啉

Ruthenaelectro-Catalyzed Domino Three-Component Alkyne Annulation for Expedient Isoquinoline Assembly.

作者信息

Tan Xuefeng, Hou Xiaoyan, Rogge Torben, Ackermann Lutz

机构信息

Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstrasse 2, 37077, Göttingen, Germany.

Wöhler Research Institute for Sustainable Chemistry, Georg-August-Universität Göttingen, Tammannstrasse 2, 37077, Göttingen, Germany.

出版信息

Angew Chem Int Ed Engl. 2021 Feb 23;60(9):4619-4624. doi: 10.1002/anie.202014289. Epub 2021 Jan 18.

Abstract

The electrochemical three-component assembly of isoquinolines has been accomplished by ruthenaelectro-catalyzed C-H/N-H functionalization. The robustness of the electrocatalysis was reflected by an ample substrate scope, an efficient electrooxidation, and an operationally friendly procedure. The isolation of key intermediates and detailed mechanistic studies, including unprecedented cyclovoltammetric analysis of a seven-membered ruthenacycle, provided support for an unusual ruthenium(II/III/I) regime.

摘要

异喹啉的电化学三组分组装已通过钌电催化的C-H/N-H官能团化实现。电催化的稳健性体现在广泛的底物范围、高效的电氧化以及操作简便的过程中。关键中间体的分离和详细的机理研究,包括对七元钌环前所未有的循环伏安分析,为一种不寻常的钌(II/III/I)体系提供了支持。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/8668/7985882/3b95dffe61e6/ANIE-60-4619-g010.jpg

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