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Vinylic Trifluoromethylselenolation via Pd‐Catalyzed C−H Activation
Author(s) -
ZordoBanliat Arnaud,
Grollier Kevin,
Vigier Jordan,
Jeanneau Erwann,
Dagousset Guillaume,
Pegot Bruce,
Magnier Emmanuel,
Billard Thierry
Publication year - 2022
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202202299
Subject(s) - catalysis , palladium , surface modification , chemistry , reaction conditions , combinatorial chemistry , medicinal chemistry , polymer chemistry , organic chemistry
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.