J. Wang, M. Hong, Ch. Liu, L. Wang, “Photocatalytic intramolecular carboazidation of <i>N</i>-arylacrylamides into 3-(azidomethyl)indolin-2-ones”, Mendeleev Commun., 2024, Volume 34, Issue 6,Pages <nobr>834

Communications

Photocatalytic intramolecular carboazidation of N-arylacrylamides into 3-(azidomethyl)indolin-2-ones

J. Wang^a, M. Hong^b, Ch. Liu^c, L. Wang^c

^a Quzhou College of Technology, Quzhou, P.R. China
^b Nanjing Forestry University, Nanjing, P. R. China
^c School of Chemical and Pharmaceutical Engineering, Changzhou Vocational Institute of Engineering, Changzhou, P.R. China

Abstract: Intramolecular carboazidation of N-arylacrylamides with 1-azido-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one (the N₃-Togni reagent) affording 3-(azidomethyl)indolin-2-ones proceeds at room temperature under visible light irradiation with 2,4,5,6-tetra(carbazol-9-yl)-1,3-dicyanobenzene assistance. The latter provides the formation of azido radicals from the N₃-Togni reagent. The investigated substrate scope involves 12 examples.

Keywords: carboazidation, arylacrylamides, indolin-2-ones, radical cyclization, N₃-Togni reagent, photocatalysis.

Language: English

DOI: 10.1016/j.mencom.2024.10.021

	*Supplementary materials:*
		Supplementary_data_1.pdf	853.4 Kb