{"title":"Development of Hydrofluoroolefin (HFO)-based direct O-fluoroalkenylation of phenols targeting tyrosine conjugation","authors":"Rihárd Sisa, Ferenc Béke, Zoltán Novák","doi":"10.1002/adsc.202500282","DOIUrl":null,"url":null,"abstract":"Methodology for direct fluoroalkenylation of phenolic OH function was developed using a fluorinated electrophilic reagent derived from HFO1234ze gas. Besides various functionalized phenols, tyrosine and tyrosine-based peptides were successfully conjugated under the optimized reaction conditions. Furthermore, the transformability of the fluoroalkenyl bromide motif was demonstrated to expand the space of bioconjugation via palladium catalyzed cross-coupling reactions.","PeriodicalId":118,"journal":{"name":"Advanced Synthesis & Catalysis","volume":"27 1","pages":""},"PeriodicalIF":4.4000,"publicationDate":"2025-04-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Advanced Synthesis & Catalysis","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1002/adsc.202500282","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
引用次数: 0
Abstract
Methodology for direct fluoroalkenylation of phenolic OH function was developed using a fluorinated electrophilic reagent derived from HFO1234ze gas. Besides various functionalized phenols, tyrosine and tyrosine-based peptides were successfully conjugated under the optimized reaction conditions. Furthermore, the transformability of the fluoroalkenyl bromide motif was demonstrated to expand the space of bioconjugation via palladium catalyzed cross-coupling reactions.
期刊介绍:
Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry.
The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.