Issue 19, 2023

Intramolecular cascade cyclization via photogenerated N-amidyl radicals toward isoindolin-1-one/3,4-dihydroisoquinolin-1(2H)-one fused oxazinane

Abstract

Based on the importance of the two classes of nitrogen-containing heterocyclic structures, isoindolinones and isoquinolinones, herein, through intramolecular cascade cyclization via photogenerated N-amidyl radicals, a novel and practical protocol for one-pot construction of structurally new isoindolin-1-one/3,4-dihydroisoquinolin-1(2H)-one fused oxazinane has been delineated. This transformation proceeded smoothly under mild conditions with low catalyst loading and good functional group tolerance, and importantly, it provides an efficient and concise method for synthesizing structurally valuable drug-like nitrogen-containing polyheterocycles.

Graphical abstract: Intramolecular cascade cyclization via photogenerated N-amidyl radicals toward isoindolin-1-one/3,4-dihydroisoquinolin-1(2H)-one fused oxazinane

Supplementary files

Article information

Article type
Research Article
Submitted
18 Jul 2023
Accepted
22 Aug 2023
First published
23 Aug 2023

Org. Chem. Front., 2023,10, 4871-4877

Intramolecular cascade cyclization via photogenerated N-amidyl radicals toward isoindolin-1-one/3,4-dihydroisoquinolin-1(2H)-one fused oxazinane

Y. He, K. Hu, Y. Ran, Z. Lei, S. Geng, L. Chen, L. Pan, J. Zhong and F. Huang, Org. Chem. Front., 2023, 10, 4871 DOI: 10.1039/D3QO01115A

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