{"title":"Electrochemically facilitated synthesis of chlorotoluene","authors":"Bowen Liu , Yumei Zhu , Xue Qin , Fang Li","doi":"10.1016/j.tetlet.2025.155643","DOIUrl":null,"url":null,"abstract":"<div><div>This research introduces a green and efficient electrochemical method for toluene chlorination using a saturated NaCl solution as the chlorine source and electrolyte. Through systematic optimization of parameters, including electrode materials, electrolysis duration, current intensity, and chlorine sources, a 97.4 % conversion rate was achieved at a current of 500 mA for 6 h. The combination of FeCl₃ and allyl mercaptan significantly enhanced <em>ortho</em>-selectivity (96.4 %). The method is applicable to multiple aromatic hydrocarbons. Compared with traditional methods, it offers notable advantages including efficient, environmentally friendly characteristics and adjustable conditions, which provides useful references for organic synthesis research and potential applications.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"165 ","pages":"Article 155643"},"PeriodicalIF":1.5000,"publicationDate":"2025-05-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040403925001923","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
This research introduces a green and efficient electrochemical method for toluene chlorination using a saturated NaCl solution as the chlorine source and electrolyte. Through systematic optimization of parameters, including electrode materials, electrolysis duration, current intensity, and chlorine sources, a 97.4 % conversion rate was achieved at a current of 500 mA for 6 h. The combination of FeCl₃ and allyl mercaptan significantly enhanced ortho-selectivity (96.4 %). The method is applicable to multiple aromatic hydrocarbons. Compared with traditional methods, it offers notable advantages including efficient, environmentally friendly characteristics and adjustable conditions, which provides useful references for organic synthesis research and potential applications.
期刊介绍:
Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.