Gasonoo, MakafuiThom, Zachary W.Laulhé, Sébastien2019-08-092019-08-092019-06Gasonoo, M., Thom, Z., & Laulhe, S. (2019). Regioselective α-Amination of Ethers Using Stable N-Chloroimides and Lithium tert-butoxide. The Journal of Organic Chemistry, 84 (13), 8710-8716. https://doi.org/10.1021/acs.joc.9b00824 84138710-8716https://hdl.handle.net/1805/20318Herein we describe a metal-free regioselective α-amination of ethers mediated by N-chloroimides in ethereal solvents in the presence of lithium tert-butoxide. This reactivity of N-chloroimides leads to the synthesis of hemiaminal ethers in good to excellent yields at room temperature. This C–H functionalization is achieved without the use of a light, heat source, or external radical initiators. Initial mechanistic work indicates that the reaction proceeds through a radical pathway.enPublisher PolicyN-chloroimideslithium tert-butoxidereactivityArticle