Jiemin Wang , Xueyan Yang , Cheng Peng , Mengyao Pei , Xiaofeng Wei
{"title":"Mechanochemical fluorination of unactivated tertiary alkyl chlorides†","authors":"Jiemin Wang , Xueyan Yang , Cheng Peng , Mengyao Pei , Xiaofeng Wei","doi":"10.1039/d4gc05972g","DOIUrl":null,"url":null,"abstract":"<div><div>We present here a high-efficiency, eco-friendly method for synthesizing alkyl fluorides (15 min, 50–89% yields) through halogen exchange, utilizing simple and readily available alkyl halides as starting materials. This catalyst-free method employs AgF as the fluorine source, operates under ball milling conditions, demonstrates broad functional group compatibility, and has found application in the synthesis of key intermediates for the marketed drug ledipasvir.</div></div>","PeriodicalId":78,"journal":{"name":"Green Chemistry","volume":"27 8","pages":"Pages 2197-2202"},"PeriodicalIF":9.3000,"publicationDate":"2025-01-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Green Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S1463926225000585","RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
We present here a high-efficiency, eco-friendly method for synthesizing alkyl fluorides (15 min, 50–89% yields) through halogen exchange, utilizing simple and readily available alkyl halides as starting materials. This catalyst-free method employs AgF as the fluorine source, operates under ball milling conditions, demonstrates broad functional group compatibility, and has found application in the synthesis of key intermediates for the marketed drug ledipasvir.
期刊介绍:
Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.