Intramolecular dehydrogenative amination of alkenes via dual organic photoredox and cobalt catalysis without a hydrogen acceptor

Direct C–H/N–H dehydrogenative coupling is a promising yet thermodynamically unfavorable transformation in the absence of a sacrificial hydrogen acceptor. Herein, a conceptually novel oxidant-free dehydrogenative amination of alkenes through a synergistic photoredox and cobalt catalysis with H 2 evo...

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Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2022-08, Vol.24 (16), p.6131-6137
Main Authors: Yu, Wan-Lei, Ren, Zi-Gang, Ma, Wei, Zheng, Haixue, Wu, Wangsuo, Xu, Peng-Fei
Format: Article
Language:English
Subjects:
Alkenes
Amination
Atom economy
Catalysis
Cobalt
Dehydrogenation
Green chemistry
Hydrogen evolution
Oxidants
Oxidizing agents
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Summary:Direct C–H/N–H dehydrogenative coupling is a promising yet thermodynamically unfavorable transformation in the absence of a sacrificial hydrogen acceptor. Herein, a conceptually novel oxidant-free dehydrogenative amination of alkenes through a synergistic photoredox and cobalt catalysis with H 2 evolution has been achieved. With this approach, a wide range of five-membered N-heterocycles were synthesized with excellent atom-economy. The green system will address the challenges that are sensitive to traditionally oxidative conditions. Furthermore, the scope and mechanistic details of the method are discussed.
ISSN:1463-9262
1463-9270
DOI:10.1039/D2GC02084J