Electrochemical Oxidative Aryl(alkyl)trifluoromethylation of Allyl Alcohols via 1,2-Migration
作者:Zhipeng Guan, Huamin Wang, Yange Huang, Yunkun Wang, Shengchun Wang, Aiwen Lei · 发表于:Organic Letters · 年份:2019 · DOI:10.1021/acs.orglett.9b01518 · 被引用次数:92 · 研究领域:Fluorine in Organic Chemistry、Radical Photochemical Reactions、Catalytic C–H Functionalization Methods
An electrochemical oxidative difunctionalization of allyl alcohols for the synthesis of β-trifluoromethyl ketones is achieved through a 1,2-migration process. A series of β-trifluoromethyl ketones can be facilely obtained utilizing CF 3 SO 2 Na as a radical source, eliminating the use of metals and sacrificial chemical oxidants. Importantly, this protocol not only realizes aryl migration but also offers alkyl-migration products. Additionally, an electrochemically catalyzed ring expansion and gram-scale reaction demonstrated the synthetic usefulness of this protocol.