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一锅法模块化合成 2-喹诺酮的最新进展。

Recent Advances in One-Pot Modular Synthesis of 2-Quinolones.

机构信息

School of Advanced Materials and Chemical Engineering, Daegu Catholic University, 13-13, Hayang-ro, Hayang-eup, Gyeongsan-si, Gyeongbuk 38430, Korea.

Department of Fine Chemistry, Seoul National University of Science and Technology, 232 Gongneung-ro, Nowon-gu, Seoul 01811, Korea.

出版信息

Molecules. 2020 Nov 20;25(22):5450. doi: 10.3390/molecules25225450.

Abstract

It is known that 2-quinolones are broadly applicable chemical structures in medicinal and agrochemical research as well as various functional materials. A number of current publications about their synthesis and their applications emphasize the importance of these small molecules. The early synthetic chemistry originated from the same principle of the classical Friedländer and Knorr procedures for the preparation of quinolines. The analogous processes were developed by applying new synthetic tools such as novel catalysts, the microwave irradiation method, etc., whereas recent innovations in new bond forming reactions have allowed for novel strategies to construct the core structures of 2-quinolones beyond the bond disconnections based on two classical reactions. Over the last few decades, some reviews on structure-based, catalyst-based, and bioactivity-based studies have been released. In this focused review, we extensively surveyed recent examples of one-pot reactions, particularly in view of modular approaches. Thus, the contents are categorized as three major sections (two-, three-, and four-component reactions) according to the number of reagents that ultimately compose atoms of the core structures of 2-quinolones. The collected synthetic methods are discussed from the perspectives of strategy, efficiency, selectivity, and reaction mechanism.

摘要

据了解,2-喹诺酮类化合物在医学和农化研究以及各种功能材料中是广泛适用的化学结构。许多关于它们的合成及其应用的最新出版物都强调了这些小分子的重要性。早期的合成化学起源于经典的 Friedländer 和 Knorr 程序制备喹啉的相同原理。类似的过程是通过应用新的合成工具(如新型催化剂、微波辐射方法等)发展起来的,而新的成键反应的最新创新使得构建 2-喹诺酮核心结构的新策略得以实现,这些新策略超越了基于两个经典反应的键断裂。在过去的几十年中,已经发表了一些关于基于结构、基于催化剂和基于生物活性的研究的综述。在这篇重点综述中,我们广泛调查了最近的一锅反应实例,特别是从模块化方法的角度来看。因此,根据最终组成 2-喹诺酮核心结构原子的试剂数量,将内容分为三个主要部分(二、三和四组分反应)。从策略、效率、选择性和反应机制的角度讨论了所收集的合成方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c641/7699938/880fbee906f1/molecules-25-05450-g001.jpg

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