Synlett
DOI: 10.1055/a-2529-5234
letter

A Novel Condensation–Cyclization Reaction of 4-Chloro-3-formylcoumarin with Amidoximes: Facile Synthesis of Coumarin-Fused Pyrimidinones

a   Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Gava Zang, Zanjan 45137-66731, Iran
,
Ali Poordehghan
a   Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Gava Zang, Zanjan 45137-66731, Iran
,
Mojtaba Ghashghaee
a   Department of Chemistry, Institute for Advanced Studies in Basic Sciences (IASBS), Gava Zang, Zanjan 45137-66731, Iran
,
Haruhiko Fukaya
b   School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan
› Institutsangaben
The Institute for Advanced Studies in Basic Sciences is thanked for partial supporting this work. This work was based upon research funded by the Iran National Science Foundation (INSF) under project no. 4038081.


Abstract

Coumarin-fused heterocyclic compounds are important materials with wide applications in biological and drug design. We report here a novel condensation–cyclization reaction of 4-chloro-3-formylcoumarin with amidoximes. The reaction gave a novel conjunction and hybrid compound of coumarin with pyrimidinones. Condensation–cyclization reactions of amidoximes with 4-chloro-3-formylcoumarin under catalyst-free conditions gave various coumarin derivatives of pyrimidinones in good to excellent yield.

Supporting Information



Publikationsverlauf

Eingereicht: 30. Dezember 2024

Angenommen nach Revision: 30. Januar 2025

Accepted Manuscript online:
30. Januar 2025

Artikel online veröffentlicht:
14. März 2025

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