Jump to main content
Jump to site search

Issue 11, 2016
Previous Article Next Article

Oxidative organophotoredox catalysis: a regioselective synthesis of 2-nitro substituted imidazopyridines and 3-substituted indoles, initiated by visible light

Author affiliations

Abstract

We have established a mild, metal-free, one pot, visible light-catalyzed procedure for a highly regioselective synthesis of 2-nitro-3-arylimidazo [1,2-a] pyridines via nitroalkene and 2-aminopyridine under an open atmosphere involving a photoredox catalyst, Eosin Y, which is an inexpensive organic dye that has been employed as a photo sensitizer in the conversion. This protocol serves as an example of green chemistry, due to the fact that molecular oxygen and visible light have been utilized effectively for the transformation. The procedure involves intramolecular C–N heterocyclization, followed by aerobic oxidation and C–C bond formation at room temperature. This green protocol has also been successfully extended to the regioselective synthesis of 3-substituted indoles via indole and nitroalkene by a free radical pathway.

Graphical abstract: Oxidative organophotoredox catalysis: a regioselective synthesis of 2-nitro substituted imidazopyridines and 3-substituted indoles, initiated by visible light

Back to tab navigation
Please wait while Download options loads

Supplementary files

Publication details

The article was received on 28 Jul 2016, accepted on 30 Sep 2016 and first published on 14 Oct 2016


Article type: Paper
DOI: 10.1039/C6NJ02365G
Citation: New J. Chem., 2016,40, 9694-9701
  •   Request permissions

    Oxidative organophotoredox catalysis: a regioselective synthesis of 2-nitro substituted imidazopyridines and 3-substituted indoles, initiated by visible light

    S. Yadav, M. Srivastava, P. Rai, B. P. Tripathi, A. Mishra, J. Singh and J. Singh, New J. Chem., 2016, 40, 9694
    DOI: 10.1039/C6NJ02365G

Search articles by author