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Mendeleev Communications, 2024, Volume 34, Issue 6, Pages 834–836
DOI: https://doi.org/10.1016/j.mencom.2024.10.021
(Mi mendc266)
 

Communications

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

J. Wanga, M. Hongb, Ch. Liuc, L. Wangc

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.
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (853.4 Kb)


Citation: J. Wang, M. Hong, Ch. Liu, L. Wang, “Photocatalytic intramolecular carboazidation of N-arylacrylamides into 3-(azidomethyl)indolin-2-ones”, Mendeleev Commun., 34:6 (2024), 834–836
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