An Electrochemical Approach to Directed Fluorination

An Electrochemical Approach to Directed Fluorination
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定向氟化的电化学方法

DOI:
10.1021/acs.joc.2c01886
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发表时间:
2023
期刊:
The Journal of Organic Chemistry
影响因子:
--
通讯作者:
Lectka, Thomas
Lectka, Thomas
中科院分区:
--
文献类型:
--
作者:
Holt, Eric;Wang, Muyuan;Harry, Stefan Andrew;He, Chengkun;Wang, Yuang;Henriquez, Nicolas;Xiang, Michael Richard;Zhu, Andrea;Ghorbani, Fereshte;Lectka, Thomas

文献摘要

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电合成在有机化学领域,特别是在自由基介导的反应领域取得了复兴。在这里,我们报告了一种简单的定向电化学C-H氟化方法。使用dabconine介体、商业上可用的SelectFluor和RVC电极,我们提供了一系列基于类固醇的底物,具有合格的区域选择性导向基团,包括烯酮、酮和羟基,以及在内酰胺、亚胺、内酯和酯之前从未报道过的。
Electrosynthesis has made a revival in the field of organic chemistry and, in particular, radical-mediated reactions. Herein, we report a simple directed, electrochemical C–H fluorination method. Employing a dabconium mediator, commercially available Selectfluor, and RVC electrodes, we provide a range of steroid-based substrates with competent regioselective directing groups, including enones, ketones, and hydroxy groups, as well as never reported before lactams, imides, lactones, and esters.