Electroreductive Homo-coupling of Quinolines for the Regioselective Synthesis of 1,2,3,4-Tetrahydro-2,3'-biquinolines

Electroreductive Homo-coupling of Quinolines for the Regioselective Synthesis of 1,2,3,4-Tetrahydro-2,3'-biquinolines | Authorea try { document.documentElement.classList.add('js'); } catch (e) { } var _gaq = _gaq || []; _gaq.push(['_setAccount', 'G-8VDV14Y67G']); _gaq.push(['_trackPageview']); (function() { var ga = document.createElement('script'); ga.type = 'text/javascript'; ga.async = true; ga.src = ('https:' == document.location.protocol ? 'https://ssl' : 'http://www') + '.google-analytics.com/ga.js'; var s = document.getElementsByTagName('script')[0]; s.parentNode.insertBefore(ga, s); })(); Skip to main content Preprints Collections Wiley Open Research IET Open Research Ecological Society of Japan All Collections About About Authorea FAQs Contact Us Quick Search anywhere Search for preprint articles, keywords, etc. Search Search ADVANCED SEARCH SCROLL This is a preprint and has not been peer reviewed. Data may be preliminary. 27 August 2025 V1 Latest version Share on Electroreductive Homo-coupling of Quinolines for the Regioselective Synthesis of 1,2,3,4-Tetrahydro-2,3'-biquinolines Authors : Jie Xia , Yumei Li , Xiangyuan Yao , Fuhong Xiao 0000-0003-0862-0557 [email protected] , and Guojun Deng Authors Info & Affiliations https://doi.org/10.22541/au.175627641.18420007/v1 Published The Journal of Organic Chemistry Version of record Peer review timeline 119 views 68 downloads Contents Abstract Supplementary Material Information & Authors Metrics & Citations View Options References Figures Tables Media Share Abstract A simple and efficient electrochemical reductive homo-coupling strategy for the synthesis of 1,2,3,4-tetrahydro-2,3'-biquinoline from commercially available quinolines has been developed. This method employs diethyl phosphite and water as hydrogen sources. Mechanistic studies indicate that the regioselective C2--C3 coupling in this reaction proceeds via enamine-iminium intermediates. This sustainable approach combines good regioselectivity with broad functional group tolerance under mild conditions, while the modular biquinoline products serve as versatile scaffolds for late-stage functionalization and synthetic diversification. Supplementary Material File (manuscript for- cjc.doc) Download 2.03 MB Information & Authors Information Version history V1 Version 1 27 August 2025 Peer review timeline Published The Journal of Organic Chemistry Version of Record 14 Oct 2025 Published Copyright This work is licensed under a Non Exclusive No Reuse License. Keywords electroreductive enamine/imine coupling metal-free quinolines regioselectivity Authors Affiliations Jie Xia Xiangtan University School of Chemistry View all articles by this author Yumei Li Xiangtan University School of Chemistry View all articles by this author Xiangyuan Yao Xiangtan University School of Chemistry View all articles by this author Fuhong Xiao 0000-0003-0862-0557 [email protected] Xiangtan University School of Chemistry View all articles by this author Guojun Deng Xiangtan University School of Chemistry View all articles by this author Metrics & Citations Metrics Article Usage 119 views 68 downloads .FvxKWukQNSOunydq8rnd { width: 100px; } Citations Download citation Jie Xia, Yumei Li, Xiangyuan Yao, et al. Electroreductive Homo-coupling of Quinolines for the Regioselective Synthesis of 1,2,3,4-Tetrahydro-2,3'-biquinolines. Authorea . 27 August 2025. DOI: https://doi.org/10.22541/au.175627641.18420007/v1 If you have the appropriate software installed, you can download article citation data to the citation manager of your choice. Simply select your manager software from the list below and click Download. For more information or tips please see 'Downloading to a citation manager' in the Help menu . Format Please select one from the list RIS (ProCite, Reference Manager) EndNote BibTex Medlars RefWorks Direct import Tips for downloading citations document.getElementById('citMgrHelpLink').addEventListener('click', function() { popupHelp(this.href); return false; }); $(".js__slcInclude").on("change", function(e){ if ($(this).val() == 'refworks') $('#direct').prop("checked", false); $('#direct').prop("disabled", ($(this).val() == 'refworks')); }); View Options View options PDF View PDF Figures Tables Media Share Share Share article link Copy Link Copied! Copying failed. 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