Pd/Cu‐Catalyzed Defluorinative Carbonylative Coupling of Aryl Iodides and gem‐Difluoroalkenes: Efficient Synthesis of α‐Fluorochalcones

An unprecedented and challenging defluorinative carbonylation was achieved. Enabled by a Pd/Cu cooperative catalyst system, the first example of defluorinative carbonylative coupling has been established. With gem‐difluoroalkenes and aryl iodides as the substrates, this methodology offers flexible a...

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Veröffentlicht in:Angewandte Chemie International Edition 2021-04, Vol.60 (16), p.8818-8822
Hauptverfasser: Wu, Fu‐Peng, Yuan, Yang, Liu, Jiawang, Wu, Xiao‐Feng
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Sprache:eng
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Zusammenfassung:An unprecedented and challenging defluorinative carbonylation was achieved. Enabled by a Pd/Cu cooperative catalyst system, the first example of defluorinative carbonylative coupling has been established. With gem‐difluoroalkenes and aryl iodides as the substrates, this methodology offers flexible and facile access to privileged α‐fluorochalcones under mild reaction conditions in moderate‐to‐excellent yields. Mechanistic studies indicated transmetalation between palladium and copper intermediates as a crucial step of the catalytic cycle. Enabled by a Pd/Cu cooperative catalyst system, the first example of defluorinative carbonylative coupling has been established. With gem‐difluoroalkenes and aryl iodides as the substrates, this methodology offers flexible and facile access to privileged α‐fluorochalcones under mild reaction conditions in moderate‐to‐excellent yields.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.202017365