Copper-Catalyzed Oxidative Dehydrogenative C(sp(3))-H Bond Amination of (Cyclo) Alkanes using NH-Heterocycles as Amine Sources

Abstract : 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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ChemSusChem, ChemPubSoc Europe/Wiley, 2017, 10 (15), pp.3075-3082. 〈10.1002/cssc.201700783〉
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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01578538
Contributeur : Laurent Jonchère <>
Soumis le : lundi 11 septembre 2017 - 16:31:54
Dernière modification le : jeudi 11 janvier 2018 - 06:24:35

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Chang-Sheng Wang, Xiao-Feng Wu, Pierre H. Dixneuf, Jean-François Soulé. Copper-Catalyzed Oxidative Dehydrogenative C(sp(3))-H Bond Amination of (Cyclo) Alkanes using NH-Heterocycles as Amine Sources. ChemSusChem, ChemPubSoc Europe/Wiley, 2017, 10 (15), pp.3075-3082. 〈10.1002/cssc.201700783〉. 〈hal-01578538〉

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