Hamid Salehzadeh , Zahra Rostami Bigdeli , Kevin Lam
{"title":"Electrochemically assisted Friedlander reaction: a highly efficient and sustainable method for quinoline synthesis†","authors":"Hamid Salehzadeh , Zahra Rostami Bigdeli , Kevin Lam","doi":"10.1039/d5gc00330j","DOIUrl":null,"url":null,"abstract":"<div><div>The Friedländer reaction is a well-established method for quinoline synthesis. However, it has significant limitations, including long reaction times, the use of environmentally harmful solvents and reagents, and significant waste generation. In this study, we present a simple, sustainable, efficient and one-step electrosynthetic strategy for the synthesis of quinolines from readily available nitro compounds using electric current. This reagent-free method operates under mild conditions with a constant-current electrolysis setup and achieves high conversion rates with excellent atom economy. Various substituted quinolines were successfully synthesised in good to excellent yields. In addition, cyclic voltammetry and controlled potential electrolysis studies were carried out to investigate the reaction mechanism of quinoline formation.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":"27 12","pages":"Pages 3346-3354"},"PeriodicalIF":9.2000,"publicationDate":"2025-02-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Green Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1463926225001499","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
The Friedländer reaction is a well-established method for quinoline synthesis. However, it has significant limitations, including long reaction times, the use of environmentally harmful solvents and reagents, and significant waste generation. In this study, we present a simple, sustainable, efficient and one-step electrosynthetic strategy for the synthesis of quinolines from readily available nitro compounds using electric current. This reagent-free method operates under mild conditions with a constant-current electrolysis setup and achieves high conversion rates with excellent atom economy. Various substituted quinolines were successfully synthesised in good to excellent yields. In addition, cyclic voltammetry and controlled potential electrolysis studies were carried out to investigate the reaction mechanism of quinoline formation.
期刊介绍：
Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.
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