Development of Hydrofluoroolefin (HFO)-Based Direct O-Fluoroalkenylation of Phenols Targeting Tyrosine Conjugation

IF 4 2区 化学 Q2 CHEMISTRY, APPLIED Advanced Synthesis & Catalysis Pub Date : 2025-04-17 DOI:10.1002/adsc.202500282
Rihárd Sisa, Ferenc Béke, Zoltán Novák
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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.

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以酪氨酸偶联为目标的基于氢氟烯烃(HFO)的酚类直接o -氟烯化反应的研究进展
利用HFO1234ze气体衍生的氟化亲电试剂,建立了酚羟基直接氟烯基化的方法。在优化的反应条件下,除多种功能化酚外,还成功地偶联了酪氨酸和酪氨酸基肽。此外,氟烯基溴基序的可转化性被证明可以通过钯催化的交叉偶联反应扩大生物偶联的空间。
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来源期刊
Advanced Synthesis & Catalysis
Advanced Synthesis & Catalysis 化学-应用化学
CiteScore
9.40
自引率
7.40%
发文量
447
审稿时长
1.8 months
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.
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