Comprehensive Review on the Synthesis of [1,2,3]Triazolo[1,5-a]Quinolines.

IF 7 2区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Chemical record Pub Date : 2024-11-01 Epub Date: 2024-10-16 DOI:10.1002/tcr.202400107
Gabriel P Da Costa, Manoela Sacramento, Angelita M Barcellos, Diego Alves
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引用次数: 0

Abstract

This report outlines the evolution and recent progress about the different protocols to synthesize the N-heterocycles fused hybrids, specifically [1,2,3]triazolo[1,5-a]quinoline. This review encompasses a broad range of approaches, describing several reactions for obtaining this since, such as dehydrogenative cyclization, oxidative N-N coupling, Dieckmann condensation, intramolecular Heck, (3+2)-cycloaddition, Ullman-type coupling and direct intramolecular arylation reactions. We divided this review in three section based in the starting materials to synthesize the target [1,2,3]triazolo[1,5-a]quinolines. Starting materials containing quinoline or triazole units previously formed, as well as starting materials which both quinoline and triazole units are formed in situ. Different methods of obtaining are described, such as metal-free or catalyzed conditions, azide-free, using conventional heating or alternative energy sources, such as electrochemical and photochemical methods. Mechanistic insights underlying the reported reactions were also described in this comprehensive review.

1,2,3]三唑并[1,5-a]喹啉类化合物合成综述》。
本报告概述了合成 N-杂环融合混合物(特别是 [1,2,3]三唑并[1,5-a]喹啉)的不同方案的演变和最新进展。本综述涵盖了广泛的方法,介绍了获得这种混合物的几种反应,如脱氢环化、氧化 N-N 偶联、迪克曼缩合、分子内 Heck、(3+2)-环加成、乌尔曼型偶联和直接分子内芳基化反应。我们根据合成目标[1,2,3]三唑并[1,5-a]喹啉的起始材料将本综述分为三部分。起始材料包括以前形成的含有喹啉或三唑单元的材料,以及原位形成喹啉和三唑单元的起始材料。介绍了不同的获得方法,如无金属或催化条件、无叠氮、使用传统加热或替代能源,如电化学和光化学方法。本综述还介绍了所报道反应的机理。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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来源期刊
Chemical record
Chemical record 化学-化学综合
CiteScore
11.00
自引率
3.00%
发文量
188
审稿时长
>12 weeks
期刊介绍: The Chemical Record (TCR) is a "highlights" journal publishing timely and critical overviews of new developments at the cutting edge of chemistry of interest to a wide audience of chemists (2013 journal impact factor: 5.577). The scope of published reviews includes all areas related to physical chemistry, analytical chemistry, inorganic chemistry, organic chemistry, polymer chemistry, materials chemistry, bioorganic chemistry, biochemistry, biotechnology and medicinal chemistry as well as interdisciplinary fields. TCR provides carefully selected highlight papers by leading researchers that introduce the author''s own experimental and theoretical results in a framework designed to establish perspectives with earlier and contemporary work and provide a critical review of the present state of the subject. The articles are intended to present concise evaluations of current trends in chemistry research to help chemists gain useful insights into fields outside their specialization and provide experts with summaries of recent key developments.
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