Department of Chemistry, Wayne State University, Detroit, Michigan 48202, United States.
Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United States.
Org Lett. 2020 Sep 4;22(17):6719-6723. doi: 10.1021/acs.orglett.0c01906. Epub 2020 Jul 13.
Paired electrolysis has a limited reaction scope for organic synthesis because it is often not compatible with reactions involving short-lived intermediates. We addressed this limitation using alternating current electrolysis (ACE). Using trifluoromethylation of (hetero)arenes as a model reaction, we showed that the yield was improved from 13% using paired electrolysis to 84% using ACE. We have also developed a theory for guiding the rational design of reaction parameters for future applications of ACE.
对映电解在有机合成中的反应范围有限,因为它通常与涉及短寿命中间体的反应不兼容。我们使用交流电电解 (ACE) 解决了这一限制。以 (杂)芳基的三氟甲基化为模型反应,我们表明,使用对映电解的产率从 13%提高到 ACE 的 84%。我们还提出了一种理论,用于指导 ACE 未来应用中反应参数的合理设计。