Issue 11, 2023

Visible light-induced cascade N-alkylation/amidation reaction of quinazolin-4(3H)-ones and related N-heterocycles

Abstract

An efficient and visible light-promoted cascade N-alkylation/amidation of quinazolin-4(3H)-ones with benzyl halides and allyl halides has been described for the first time to provide a convenient access to quinazoline-2,4(1H,3H)-diones. This cascade N-alkylation/amidation reaction shows good functional group tolerance and could also be applied to N-heterocycles such as benzo[d]thiazoles, benzo[d]imidazoles, and quinazolines. Control experiments show that K2CO3 plays an important role in this transformation.

Graphical abstract: Visible light-induced cascade N-alkylation/amidation reaction of quinazolin-4(3H)-ones and related N-heterocycles

Supplementary files

Article information

Article type
Paper
Submitted
06 Dec 2022
Accepted
24 Feb 2023
First published
27 Feb 2023

Org. Biomol. Chem., 2023,21, 2423-2428

Visible light-induced cascade N-alkylation/amidation reaction of quinazolin-4(3H)-ones and related N-heterocycles

J. Mai, Z. Huang, S. Lv, Q. Chen, R. Chen, F. Xie, J. Wang and B. Li, Org. Biomol. Chem., 2023, 21, 2423 DOI: 10.1039/D2OB02226E

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