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Medientyp:
E-Artikel
Titel:
Palladium‐Catalyzed Site‐Selective [3+2] Annulation via Benzylic and meta C−H Bond Activation
Beteiligte:
He, Qiyuan;
Chatani, Naoto
Erschienen:
Wiley, 2021
Erschienen in:Angewandte Chemie International Edition
Sprache:
Englisch
DOI:
10.1002/anie.202015054
ISSN:
1433-7851;
1521-3773
Entstehung:
Anmerkungen:
Beschreibung:
<jats:title>Abstract</jats:title><jats:p>The palladium‐catalyzed [3+2] annulation of aromatic amides with maleimides via the activation of ortho benzylic C−H and meta C−H bonds is reported. Carboxamide and anilide type substrates that contain a 2‐methylthiophenyl group both participate in this [3+2] annulation, indicating that the presence of a 2‐methylthiophenyl directing group is a key for the success of the reaction. The first C−H bond activation at the benzylic C−H bond is followed by a second C−H bond activation at the meta C−H bond to give five‐membered cyclic products. The cleavage of these C−H bonds is irreversible.</jats:p>