Cui Zhang, Yun-Tao Shen, Ning-Xin Xia, Xin-Song Zhou, Li-Bo Yang, Jia Hu, Ya-Min Li
{"title":"Cascade cyclization/fluoromethylthiolation of alkynes, unsaturated α‑bromocarbonyls and PhSO2SRF","authors":"Cui Zhang, Yun-Tao Shen, Ning-Xin Xia, Xin-Song Zhou, Li-Bo Yang, Jia Hu, Ya-Min Li","doi":"10.1039/d5qo00585j","DOIUrl":null,"url":null,"abstract":"A copper-catalyzed cyclization/fluoromethylthiolation cascade of alkynes, unsaturated α‑bromocarbonyls and PhSO2SCF2H/PhSO2SCF3 has been developed for access to fluoromethylthiolated cyclopentenes and cyclohexenes. The present reaction enables the construction of three new chemical bonds in a single step through the addition of alkyl radicals across alkynes, followed by cyclization and fluoromethylthiolation. It is characterized by high chemoselectivity and a broad substrate scope.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"58 2 1","pages":""},"PeriodicalIF":4.6000,"publicationDate":"2025-05-14","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/d5qo00585j","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
A copper-catalyzed cyclization/fluoromethylthiolation cascade of alkynes, unsaturated α‑bromocarbonyls and PhSO2SCF2H/PhSO2SCF3 has been developed for access to fluoromethylthiolated cyclopentenes and cyclohexenes. The present reaction enables the construction of three new chemical bonds in a single step through the addition of alkyl radicals across alkynes, followed by cyclization and fluoromethylthiolation. It is characterized by high chemoselectivity and a broad substrate scope.
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.