Electrochemical Oxidative Aryl(alkyl)trifluoromethylation of Allyl Alcohols via 1,2-Migration

被引：76
|
作者：
Guan, Zhipeng [1 ]
Wang, Huamin [1 ]
Huang, Yange [1 ]
Wang, Yunkun [1 ]
Wang, Shengchun [1 ]
Lei, Aiwen [1 ]
机构：
[1] Wuhan Univ, IAS, Coll Chem & Mol Sci, Wuhan 430072, Hubei, Peoples R China
来源：
ORGANIC LETTERS | 2019年 / 21卷 / 12期
基金：
中国国家自然科学基金;
关键词：
CATALYZED TRIFLUOROMETHYLATION; 1,2-ARYL MIGRATION; BOND FORMATION; C-C; ALKENES; ARYL; DIFUNCTIONALIZATION; FUNCTIONALIZATION; ARYLTRIFLUOROMETHYLATION; FLUORINE;
D O I：
10.1021/acs.orglett.9b01518
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An electrochemical oxidative difunctionalization of allyl alcohols for the synthesis of beta-trifluoromethyl ketones is achieved through a 1,2-migration process. A series of beta-trifluoromethyl ketones can be facilely obtained utilizing CF3SO2Na 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.
引用
收藏
页码：4619 / 4622
页数：4
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