Browsing by Subject "lithium tert-butoxide"

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    Regioselective α-Amination of Ethers Using Stable N-Chloroimides and Lithium tert-Butoxide
    (ACS, 2019-06) Gasonoo, Makafui; Thom, Zachary W.; Laulhé, Sébastien; Chemistry and Chemical Biology, School of Science
    Herein 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.