{"title":"Copper-catalyzed alkynyldisulfuration of arynes: an efficient access to unsymmetrical disulfides","authors":"Shuai Huang, Yumin Zhang, Yuekai Li, Chen-Ho Tung, Xin Li, Zhenghu Xu","doi":"10.1039/d4qo01844c","DOIUrl":null,"url":null,"abstract":"This article investigates a copper-catalyzed alkynyl disulfuration reaction of aryne formed in situ to synthesize o‑alkynyl aryl disulfides. The transformation proceeds through the in situ generation of aryne, followed by alkynylation under copper catalysis and disulfuration with disulfide reagent, which results in the formation of one C-C bond and one C-SS bond in one-pot under mild conditions. The reaction above can be readily employed to facilitate the introduction of a disulfide group and aryl alkynes into an aryne, and thus provide a modular approach to unsymmetrical disulfides.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"16 1","pages":""},"PeriodicalIF":4.6000,"publicationDate":"2024-11-05","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/d4qo01844c","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
This article investigates a copper-catalyzed alkynyl disulfuration reaction of aryne formed in situ to synthesize o‑alkynyl aryl disulfides. The transformation proceeds through the in situ generation of aryne, followed by alkynylation under copper catalysis and disulfuration with disulfide reagent, which results in the formation of one C-C bond and one C-SS bond in one-pot under mild conditions. The reaction above can be readily employed to facilitate the introduction of a disulfide group and aryl alkynes into an aryne, and thus provide a modular approach to unsymmetrical disulfides.
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.