Synlett 2020; 31(13): 1313-1317
DOI: 10.1055/s-0040-1707469
letter
© Georg Thieme Verlag Stuttgart · New York

An Efficient Strategy for the Synthesis of 1,6-Naphthyridine-2,5-dione Derivatives under Ultrasound Irradiation

Chunmei Li
,
Chenze Qi
,
Furen Zhang
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Publikationsverlauf

Received: 07. März 2020

Accepted after revision: 22. März 2020

Publikationsdatum:
08. April 2020 (online)


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Abstract

A flexible and efficient three-component reaction has been established for the synthesis of bioactive 1,6-naphthyridine-2,5-diones by using low-cost and readily accessible aminopyridinones, aromatic aldehydes, and Meldrum’s acid as starting materials. The main advantage of this synthetic method is that the yields of the resulting 1,6-naphthyridine-2,5-dione derivatives under ultrasound irradiation in water with acetic acid as catalyst are higher than those from the classical-heating method. The probable reaction mechanism indicates that the process involves a Knoevenagel condensation, Michael addition, and cyclization sequence.

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