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Copper-Catalyzed Oxidative Dehydrogenative C(sp(3) )-H Bond Amination of (Cyclo)Alkanes using NH-Heterocycles as Amine Sources.
ChemSusChem 2017 August 11
A copper-catalyzed oxidative C(sp(3) )-H/N-H coupling of NH-heterocycles with affordable (cyclo)alkanes has been developed. This procedure involves C(sp(3) )-N bond formation through a radical pathway generated by homolytic cleavage of di-tert-butyl peroxide and trapping of the radical(s) by copper catalysts. The reaction tolerates a series of functional groups, such as bromo, fluoro, ester, ketone, nitrile, methyl, and methoxy. free-NH-containing indoles, pyrroles, pyrazoles, indazoles, and benzotriazoles are successfully N-alkylated.
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