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Issue 14, 2019
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Photoredox/rhodium catalysis in C–H activation for the synthesis of nitrogen containing heterocycles

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Abstract

The cyclization of acetanilides with alkyne derivatives has been accomplished via a direct C–H functionalization/cyclization pathway in the presence of a photoredox catalyst. The combination of a readily available Rh(III) and photoredox catalyst under irradiation with 11 W CFL afforded not only indoles but also pyrrole derivatives in good yields. Mechanistic studies provide evidence for the independent role of each catalyst. In addition, a similar efficiency of the cyclization reaction was achieved with a heterogeneous photoredox catalyst.

Graphical abstract: Photoredox/rhodium catalysis in C–H activation for the synthesis of nitrogen containing heterocycles

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Publication details

The article was received on 05 Feb 2019, accepted on 21 Feb 2019 and first published on 06 Mar 2019


Article type: Research Article
DOI: 10.1039/C9QO00206E
Org. Chem. Front., 2019,6, 2319-2323

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    Photoredox/rhodium catalysis in C–H activation for the synthesis of nitrogen containing heterocycles

    H. J. Kim, D. C. Fabry, S. Mader and M. Rueping, Org. Chem. Front., 2019, 6, 2319
    DOI: 10.1039/C9QO00206E

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