Development of Hydrofluoroolefin (HFO)‐Based Direct <i>O</i>‐Fluoroalkenylation of Phenols Targeting Tyrosine Conjugation

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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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2025-04-17
DOI
https://doi.org/10.1002/adsc.202500282
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

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

Zoltán Novàk, Ferenc Béke, Rihárd Sisa
Advanced Synthesis & Catalysis
Fluorine in Organic Chemistry
article

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

Zoltán Novàk, Ferenc Béke, Rihárd Sisa
article en

Abstract

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.

Advanced Synthesis & CatalysisVol. 367(12)
Eötvös Loránd University (HU)
Magyar Tudományos Akadémia, Servier, National Research, Development and Innovation Office
Openalex Percentile: Top 94%
Fluorine in Organic Chemistry
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