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

Wang ChangSheng | Zendy; Wu XiaoFeng | Zendy; Dixneuf Pierre H. | Zendy; Soulé JeanFrançois | Zendy

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

Author(s) -

Wang ChangSheng,

Wu XiaoFeng,

Dixneuf Pierre H.,

Soulé JeanFrançois

Publication year - 2017

Publication title -

chemsuschem

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 2.412

H-Index - 157

eISSN - 1864-564X

pISSN - 1864-5631

DOI - 10.1002/cssc.201700783

Subject(s) - chemistry , amination , homolysis , bond cleavage , catalysis , medicinal chemistry , nitrile , oxidative coupling of methane , ketone , hydrogen peroxide , amine gas treating , copper , peroxide , organic chemistry , photochemistry , radical

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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