Ting Su , Heng Wang , Wenxin Lu , Wei Huang , Qinglei Chong , Fanke Meng
{"title":"镍催化通过烯基硅烷的卤代氟烷基化和氢氟烷基化合成含氟硅烷","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":"{\"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}","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}
Nickel-catalyzed synthesis of fluorine-bearing silane through halofluoroalkylation and hydrofluoroalkylation of alkenylsilanes
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.