Palladium-catalyzed cascade synthesis of tricyclic quinolin-2(1H)-ones from 1,7-enynes and hydroxylamines

Abstract

A palladium-catalyzed cascade radical cyclization and C–H amination of 1,7-enynes with perfluoroalkyl iodides and hydroxylamine has been developed for the rapid construction of tricyclic quinolin-2(1H)-one scaffolds. The reaction proceeded smoothly to give a series of tricyclic quinolin-2(1H)-one derivatives in high yields. Notably, the late-stage modifications of various drugs were realized by using this method.

Graphical abstract: Palladium-catalyzed cascade synthesis of tricyclic quinolin-2(1H)-ones from 1,7-enynes and hydroxylamines

Supplementary files

Article information

Article type
Research Article
Submitted
29 Apr 2025
Accepted
04 Jun 2025
First published
05 Jun 2025

Org. Chem. Front., 2025, Advance Article

Palladium-catalyzed cascade synthesis of tricyclic quinolin-2(1H)-ones from 1,7-enynes and hydroxylamines

J. Zhao, X. Wang, Y. Cao and J. Ying, Org. Chem. Front., 2025, Advance Article , DOI: 10.1039/D5QO00697J

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