Palladium‐Catalyzed Allylation of (Hetero)Aryl Fluorosulfates.
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| Title: | Palladium‐Catalyzed Allylation of (Hetero)Aryl Fluorosulfates. |
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| 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] |
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| Database: | Engineering Source |
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| 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] |
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| ISSN: | 18673880 |
| DOI: | 10.1002/cctc.202500526 |
