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罗达电催化 C-H 甲基化和对电催化 C-H 乙基化和丙基化。

Rhoda-Electrocatalyzed C-H Methylation and Paired Electrocatalyzed C-H Ethylation and Propylation.

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

Chemistry. 2022 Jan 3;28(1):e202103837. doi: 10.1002/chem.202103837. Epub 2021 Nov 10.

Abstract

The use of electricity over traditional stoichiometric oxidants is a promising strategy for sustainable molecular assembly. Herein, we describe the rhoda-electrocatalyzed C-H activation/alkylation of several N-heteroarenes. This catalytic approach has been successfully applied to several arenes, including biologically relevant purines, diazepam, and amino acids. The versatile C-H alkylation featured water as a co-solvent and user-friendly trifluoroborates as alkylating agents. Finally, the rhoda-electrocatalysis with unsaturated organotrifluoroborates proceeded by paired electrolysis.

摘要

用电代替传统化学计量氧化剂是一种很有前途的可持续分子组装策略。在此,我们描述了罗达电化学催化的几种 N-杂芳环的 C-H 活化/烷基化反应。这种催化方法已成功应用于多种芳环,包括具有生物学相关性的嘌呤、地西泮和氨基酸。这种多功能的 C-H 烷基化反应以水为共溶剂,以易于使用的三氟硼酸盐作为烷基化试剂。最后,通过配对电解实现了不饱和有机三氟硼酸盐的罗达电化学催化。

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