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用于喹喔啉合成的可重复使用的纳米催化绿色方法:综述

Reusable nano-catalyzed green protocols for the synthesis of quinoxalines: an overview.

作者信息

Keri Rangappa S, Reddy Dinesh, Budagumpi Srinivasa, Adimule Vinayak

机构信息

Centre for Nano and Material Sciences, Jain (Deemed-to-be University) Jain Global Campus, Kanakapura Bangalore Karnataka 562112 India

Angadi Institute of Technology and Management (AITM) Savagaon Road Belagavi-5800321 Karnataka India.

出版信息

RSC Adv. 2023 Jul 7;13(29):20373-20406. doi: 10.1039/d3ra03646d. eCollection 2023 Jun 29.

Abstract

Heterocyclic compounds are very widely distributed in nature and are essential for life activities. They play a vital role in the metabolism of all living cells, for example, vitamins and co-enzyme precursors thiamine, riboflavin Quinoxalines are a class of N-heterocycles that are present in a variety of natural and synthetic compounds. The distinct pharmacological activities of quinoxalines have attracted medicinal chemists considerably over the past few decades. Quinoxaline-based compounds possess extensive potential applications as medicinal drugs, presently; more than fifteen drugs are available for the treatment of different diseases. Diverse synthetic protocols have been developed a one-pot approach using efficient catalysts, reagents, and nano-composites/nanocatalysts But the use of homogeneous and transition metal-based catalysts suffers some demerits such as low atom economy, recovery of catalysts, harsh reaction conditions, extended reaction period, expensive catalysts, the formation of by-products, and unsatisfactory yield of products as well as toxic solvents. These drawbacks have shifted the attention of chemists/researchers to develop green and efficient protocols for synthesizing quinoxaline derivatives. In this context, many efficient methods have been developed for the synthesis of quinoxalines using nanocatalysts or nanostructures. In this review, we have summarized the recent progress (till 2023) in the nano-catalyzed synthesis of quinoxalines using condensation of -phenylenediamine with diketone/other reagents with plausible mechanistic details. With this review, we hope that some more efficient ways of synthesizing quinoxalines can be developed by synthetic chemists.

摘要

杂环化合物在自然界中分布极为广泛,是生命活动所必需的。它们在所有活细胞的新陈代谢中起着至关重要的作用,例如,维生素和辅酶前体硫胺素、核黄素。喹喔啉是一类氮杂环化合物,存在于多种天然和合成化合物中。在过去几十年里,喹喔啉独特的药理活性引起了药物化学家的极大关注。基于喹喔啉的化合物作为药物具有广泛的潜在应用;目前,有超过十五种药物可用于治疗不同疾病。已经开发了多种合成方法,一种使用高效催化剂、试剂和纳米复合材料/纳米催化剂的一锅法。但是使用均相和过渡金属基催化剂存在一些缺点,如原子经济性低、催化剂回收、反应条件苛刻、反应时间延长、催化剂昂贵、副产物形成、产物收率不理想以及溶剂有毒等。这些缺点促使化学家和研究人员将注意力转向开发绿色高效的喹喔啉衍生物合成方法。在这种背景下,已经开发了许多使用纳米催化剂或纳米结构合成喹喔啉的有效方法。在这篇综述中,我们总结了(截至2023年)使用对苯二胺与二酮/其他试剂缩合反应纳米催化合成喹喔啉的最新进展,并给出了合理的反应机理细节。通过这篇综述,我们希望合成化学家能够开发出更多合成喹喔啉的有效方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/eda0/10326672/88da4a076c0e/d3ra03646d-f1.jpg

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