Palladium‐Catalyzed Allylation of (Hetero)Aryl Fluorosulfates | Zendy

Morrison Kathleen M. | Zendy; MacMillan Joshua W. M. | Zendy; Martell Annie M. | Zendy; Volpin Giulio | Zendy; Kaldas Sherif J. | Zendy; Holstein Philipp M. | Zendy; Lübbesmeyer Maximilian | Zendy; Ford Mark James | Zendy; Guimond Nicolas | Zendy; Stradiotto Mark | Zendy

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Palladium‐Catalyzed Allylation of (Hetero)Aryl Fluorosulfates

Author(s) -

Morrison Kathleen M.,

MacMillan Joshua W. M.,

Martell Annie M.,

Volpin Giulio,

Kaldas Sherif J.,

Holstein Philipp M.,

Lübbesmeyer Maximilian,

Ford Mark James,

Guimond Nicolas,

Stradiotto Mark

Publication year - 2025

Publication title -

chemcatchem

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.497

H-Index - 106

eISSN - 1867-3899

pISSN - 1867-3880

DOI - 10.1002/cctc.202500526

Subject(s) - palladium , aryl , catalysis , chemistry , homogeneous catalysis , combinatorial chemistry , organic chemistry , alkyl

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.

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