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Vinylic Trifluoromethylselenolation via Pd‐Catalyzed C−H Activation

Abstract : Trifluorometylselenolation via C−H activation is barely described in literature. In particular, no such vinylic functionalization has been yet described. Herein, a palladium-catalyzed trifluoromethylselenolation of vinylic C−H bonds is described. The 5-methoxy-8-aminoquinoline has been used as auxiliary directing group to perform this reaction. The reaction gives excellent yields with α-substituted compounds whatever the substituents and a microwave activation can be used to accelerate the reaction. With β-substituted substrates lower yields, but still satisfactory, are obtained. This methodology was also successfully extended to other fluoroalkylselenyl groups.
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Submitted on : Thursday, September 22, 2022 - 6:47:34 PM
Last modification on : Tuesday, September 27, 2022 - 4:44:17 AM

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Arnaud de Zordo-Banliat, Kevin Grollier, Jordan Vigier, Erwann Jeanneau, Guillaume Dagousset, et al.. Vinylic Trifluoromethylselenolation via Pd‐Catalyzed C−H Activation. Chemistry - A European Journal, Wiley-VCH Verlag, inPress, ⟨10.1002/chem.202202299⟩. ⟨hal-03784203⟩

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