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一种使用离子液体负载的铜(II)催化剂微波辅助串联合成喹唑啉酮及其机理研究

A microwave assisted tandem synthesis of quinazolinones using ionic liquid supported copper(II) catalyst with mechanistic insights.

作者信息

Dasmahapatra Upala, Maiti Barnali, Chanda Kaushik

机构信息

Department of Chemistry, School of Advanced Sciences, Vellore Institute of Technology, Vellore- 632014, India.

Department of Chemistry, Rabindranath Tagore University, Hojai, Assam-782435, India.

出版信息

Org Biomol Chem. 2024 Oct 30;22(42):8459-8471. doi: 10.1039/d4ob01261e.

DOI:10.1039/d4ob01261e
PMID:39320933
Abstract

Quinazolinone is a preferred structural motif with notable pharmacological activity that is present in a wide range of naturally occurring compounds. A microwave assisted tandem cyclooxidative method has been developed to afford quinazolinones a recyclable ionic liquid supported copper catalyst. This sustainable method exhibits operational simplicity through a rapid, clean, and energy-efficient route and a variety of 2-substituted quinazolinones are obtained in excellent yields. In addition, this innovative approach enables us to develop a library of nitriles in an environment-friendly synthetic protocol. Moreover, the catalyst can be recycled and reused up to three consecutive cycles without any significant loss of catalytic activity. Further organic transformation of the synthesized quinazolinones was carried out to afford reported as well as novel bioactive heterocyclic compounds.

摘要

喹唑啉酮是一种具有显著药理活性的优选结构基序,存在于多种天然化合物中。已开发出一种微波辅助串联环氧化方法,以提供喹唑啉酮类化合物——一种可回收的离子液体负载铜催化剂。这种可持续方法通过快速、清洁且节能的途径展现出操作简便性,并且以优异的产率获得了多种2-取代喹唑啉酮。此外,这种创新方法使我们能够在环境友好的合成方案中开发腈类化合物库。而且,该催化剂可以连续循环使用多达三个周期,而催化活性没有任何显著损失。对合成的喹唑啉酮进行了进一步的有机转化,以得到已报道的以及新型的生物活性杂环化合物。

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