{"title":"Electrochemical deaminative thiocyanation of aromatic amines","authors":"Yong Liu,Jijin Li,Yuelong He,Lin-Bao Zhang,Weisi Guo","doi":"10.1039/d6qo01128d","DOIUrl":null,"url":null,"abstract":"Deaminative functionalization of aromatic amines through diazotization represents an important strategy for constructing diverse aromatic compounds. Herein, we report an electrochemical protocol for the direct deaminative thiocyanation of aromatic amines via aryl diazonium salts as transient intermediates. TMSNCS serves as a reductant to reduce readily available nitrate, generating NO₂ intermediates. Electrochemical oxidation enables the regeneration of FeIII from FeII. This method features a broad substrate scope, easy scalability and can be applied for late-stage functionalization of bioactive molecules.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"17 1","pages":""},"PeriodicalIF":4.5000,"publicationDate":"2026-09-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Organic Chemistry Frontiers","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1039/d6qo01128d","RegionNum":1,"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
Deaminative functionalization of aromatic amines through diazotization represents an important strategy for constructing diverse aromatic compounds. Herein, we report an electrochemical protocol for the direct deaminative thiocyanation of aromatic amines via aryl diazonium salts as transient intermediates. TMSNCS serves as a reductant to reduce readily available nitrate, generating NO₂ intermediates. Electrochemical oxidation enables the regeneration of FeIII from FeII. This method features a broad substrate scope, easy scalability and can be applied for late-stage functionalization of bioactive molecules.
期刊介绍:
Organic Chemistry Frontiers is an esteemed journal that publishes high-quality research across the field of organic chemistry. It places a significant emphasis on studies that contribute substantially to the field by introducing new or significantly improved protocols and methodologies. The journal covers a wide array of topics which include, but are not limited to, organic synthesis, the development of synthetic methodologies, catalysis, natural products, functional organic materials, supramolecular and macromolecular chemistry, as well as physical and computational organic chemistry.