{"title":"Investigation of Electrocatalytic Oxidative Coupling of Arylamines for the Selective Synthesis of Azo Aromatics","authors":"Pooja Soam, Vikas Tyagi","doi":"10.1021/acs.joc.4c01384","DOIUrl":null,"url":null,"abstract":"An electrochemical oxidative coupling of anilines to selectively provide azo aromatic compounds by using mild reaction conditions has been investigated. Further, the generality and feasibility of the developed protocol were showcased by synthesizing differently substituted azo compounds in moderate to good isolated yields. Additionally, different control experiments were performed to investigate the reaction mechanism. These experiments indicated the formation of hydrazobenzene as an intermediate while ruling out the possibility of nitrobenzene or nitroso-benzene formation during this transformation.","PeriodicalId":57,"journal":{"name":"The Journal of Organic Chemistry","volume":null,"pages":null},"PeriodicalIF":3.3000,"publicationDate":"2024-09-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"The Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1021/acs.joc.4c01384","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
An electrochemical oxidative coupling of anilines to selectively provide azo aromatic compounds by using mild reaction conditions has been investigated. Further, the generality and feasibility of the developed protocol were showcased by synthesizing differently substituted azo compounds in moderate to good isolated yields. Additionally, different control experiments were performed to investigate the reaction mechanism. These experiments indicated the formation of hydrazobenzene as an intermediate while ruling out the possibility of nitrobenzene or nitroso-benzene formation during this transformation.
期刊介绍:
The Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.