Ting Su , Heng Wang , Wenxin Lu , Wei Huang , Qinglei Chong , Fanke Meng
{"title":"Nickel-catalyzed synthesis of fluorine-bearing silane through halofluoroalkylation and hydrofluoroalkylation of alkenylsilanes","authors":"Ting Su , Heng Wang , Wenxin Lu , Wei Huang , Qinglei Chong , Fanke Meng","doi":"10.1016/j.tchem.2025.100129","DOIUrl":null,"url":null,"abstract":"<div><div>Fluorine-bearing silanes have displayed widespread applications in organic synthesis and inorganic and material chemistry due to their high reactivity and versatility. However, the synthesis of fluorine-containing compounds featuring a difluorine-bearing silane is still underdeveloped. Here, we reported a simple, mild and efficient method for halofluoroalkylation and hydrofluoroalkylation of alkenylsilanes with bromodifluoroacetates under nickel catalysis, affording a variety of fluorine-bearing silanes in up to 89 % yield. This research was distinguished by its good functional group tolerance, moderate to good yields and exclusive regioselectivity.</div></div>","PeriodicalId":74918,"journal":{"name":"Tetrahedron chem","volume":"14 ","pages":"Article 100129"},"PeriodicalIF":0.0000,"publicationDate":"2025-04-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron chem","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S2666951X25000117","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
Fluorine-bearing silanes have displayed widespread applications in organic synthesis and inorganic and material chemistry due to their high reactivity and versatility. However, the synthesis of fluorine-containing compounds featuring a difluorine-bearing silane is still underdeveloped. Here, we reported a simple, mild and efficient method for halofluoroalkylation and hydrofluoroalkylation of alkenylsilanes with bromodifluoroacetates under nickel catalysis, affording a variety of fluorine-bearing silanes in up to 89 % yield. This research was distinguished by its good functional group tolerance, moderate to good yields and exclusive regioselectivity.