Issue 14, 2019

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
05 Feb 2019
Accepted
21 Feb 2019
First published
06 Mar 2019

Org. Chem. Front., 2019,6, 2319-2323

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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