Electrochemical synthesis of 5-trifluoroethyl dihydrobenzimidazo[2, 1-a] isoquinolines from pendent unactivated alkenes via radical relay. (12th April 2023)

• Record Type: Journal Article
• Authors: Lv, Yi; Dai, Jia-Ying; Zhao, Zi-Xin; Liu, Jia; Li, Zhi-Wei; Lu, Cui-Hong; Zhang, Yue-Fei; Liu, Wei-Dong; Li, Jiang-Sheng
• Is Part Of: Tetrahedron letters. Volume 119(2023)
• Publication Date: 2023-04-12
• Subjects: Dihydrobenzimidazo[2, 1-a]isoquinolines -- Pendent alkenes -- Trifluoromethylation -- Radical relay -- Electrosynthesis; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2023.154410
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: An electrochemical radical relay method for direct access to 5-(2, 2, 2-trifluoro)ethyl dihydrobenzimidazo[2, 1- a ]isoquinoline derivatives from benzimidazole-tethered pendent unactivated alkenes in an undivided cell is developed. This method is applicable to Langlois reagent and difluoro analog, tolerates a wide range of functional groups and activated sp 3 CH bonds, and obviates the need for external oxidants. The so-formed heterocycles display good fungicidal activities, especially against Botrytis.