Rh(iii)-catalyzed cascade cyclization of enaminones with diazo compounds: switchable syntheses of 2-pyrones and pyrido-quinazolinones

Abstract

The Rh-catalyzed C–H activation of N-pyridinyl enaminones and cascade cyclization with diazo compounds are reported to construct 2-pyrones and pyrido-quinazolinones with a broad range of substrates and good yields. The use of NaOAc as the additive and HFIP as the solvent affords 2-pyrones via C–H bond activation, enolization type conversion and cyclization. On the other hand, the use of NaOPiv and AgNTf2 as the additives and TFE as the solvent leads to pyrido-quinazolinones based on C–H bond activation, Knoevenagel condensation, aromatization and cyclization.

Graphical abstract: Rh(iii)-catalyzed cascade cyclization of enaminones with diazo compounds: switchable syntheses of 2-pyrones and pyrido-quinazolinones

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Article information

Article type
Research Article
Submitted
26 Jul 2025
Accepted
30 Aug 2025
First published
03 Sep 2025

Org. Chem. Front., 2025, Advance Article

Rh(III)-catalyzed cascade cyclization of enaminones with diazo compounds: switchable syntheses of 2-pyrones and pyrido-quinazolinones

H. Huang, R. Zhang, L. Fu and J. Wan, Org. Chem. Front., 2025, Advance Article , DOI: 10.1039/D5QO01086A

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