Key Laboratory of Molecular Target & Clinical Pharmacology and the State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences & the Fifth Affiliated Hospital , Guangzhou Medical University , Guangzhou 511436 , P.R. China.
Institut für Organische und Biomolekulare Chemie , Georg-August-Universität , Tammannstraße 2 , 37077 Göttingen , Germany.
Org Lett. 2019 Feb 15;21(4):1237-1240. doi: 10.1021/acs.orglett.9b00361. Epub 2019 Feb 7.
The catalyst-free electrochemical di- and trifluoromethylation/cyclization of N-substituted acrylamides was realized under external oxidant-free conditions. The strategy provides expedient access to fluoroalkylated oxindoles and 3,4-dihydroquinolin-2(1 H)-ones with ample scope and broad functional group tolerance by mild, direct electrolysis of sodium sulfinates in an undivided cell. Detailed mechanistic studies provided strong support for a SET-based reaction manifold.
在无外部氧化剂的条件下，实现了 N-取代丙烯酰胺的无催化剂电化学二氟和三氟甲基化/环化反应。该策略通过在无分隔电池中温和、直接地电解亚硫酸钠，为氟烷基化的色酮和 3,4-二氢喹啉-2(1H)-酮提供了广泛的范围和广泛的官能团耐受性的便利途径。详细的机理研究为基于 SET 的反应机理提供了有力的支持。
