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Palladium‐Catalyzed Allylation of (Hetero)Aryl Fluorosulfates.

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Title: Palladium‐Catalyzed Allylation of (Hetero)Aryl Fluorosulfates.
Authors: Morrison, Kathleen M.1 (AUTHOR), MacMillan, Joshua W. M.1 (AUTHOR), Martell, Annie M.2 (AUTHOR), Volpin, Giulio2 (AUTHOR), Kaldas, Sherif J.3 (AUTHOR), Holstein, Philipp M.4 (AUTHOR), Lübbesmeyer, Maximilian2 (AUTHOR), Ford, Mark James2 (AUTHOR), Guimond, Nicolas2 (AUTHOR) nicolas.guimond@bayer.com, Stradiotto, Mark1 (AUTHOR) mark.stradiotto@dal.ca
Source: ChemCatChem. 6/6/2025, Vol. 17 Issue 11, p1-6. 6p.
Subjects: Allylation, Test systems, Chemoselectivity, Potassium, Catalysts
Abstract: Reported herein is the palladium‐catalyzed allylation of (hetero)aryl fluorosulfates. When employing a [Pd(cinnamyl)Cl]2/XantPhos catalyst system and using either allyl pinacolboronate or potassium allyltrifluoroborate, allyl (hetero)arene products were successfully prepared and isolated in synthetically useful yields, including examples featuring potentially reactive chloro groups. (Pseudo)halide chemoselectivity was further probed in intermolecular competition experiments, which revealed a preferred reactivity trend of Br > OFs >> Cl in the test system examined. [ABSTRACT FROM AUTHOR]
Copyright of ChemCatChem is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
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  Data: Palladium‐Catalyzed Allylation of (Hetero)Aryl Fluorosulfates.
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  Data: <searchLink fieldCode="JN" term="%22ChemCatChem%22">ChemCatChem</searchLink>. 6/6/2025, Vol. 17 Issue 11, p1-6. 6p.
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  Data: Reported herein is the palladium‐catalyzed allylation of (hetero)aryl fluorosulfates. When employing a [Pd(cinnamyl)Cl]2/XantPhos catalyst system and using either allyl pinacolboronate or potassium allyltrifluoroborate, allyl (hetero)arene products were successfully prepared and isolated in synthetically useful yields, including examples featuring potentially reactive chloro groups. (Pseudo)halide chemoselectivity was further probed in intermolecular competition experiments, which revealed a preferred reactivity trend of Br > OFs >> Cl in the test system examined. [ABSTRACT FROM AUTHOR]
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  Data: <i>Copyright of ChemCatChem is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
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        Value: 10.1002/cctc.202500526
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      – SubjectFull: Chemoselectivity
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      – TitleFull: Palladium‐Catalyzed Allylation of (Hetero)Aryl Fluorosulfates.
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              Text: 6/6/2025
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