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交流电电化学有机合成:(杂)芳环的三氟甲基化。

Alternating Current Electrolysis for Organic Electrosynthesis: Trifluoromethylation of (Hetero)arenes.

机构信息

Department of Chemistry, Wayne State University, Detroit, Michigan 48202, United States.

Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, United States.

出版信息

Org Lett. 2020 Sep 4;22(17):6719-6723. doi: 10.1021/acs.orglett.0c01906. Epub 2020 Jul 13.

DOI:10.1021/acs.orglett.0c01906
PMID:32658484
Abstract

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.

摘要

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。