Silver-Catalyzed Intermolecular [3 + 2]/[5 + 2] Annulation
of <i>N</i>‑Arylpropiolamides with Vinyl Acids: Facile
Synthesis of Fused 2<i>H</i>‑Benzo[<i>b</i>]azepin-2-ones
A silver-catalyzed
oxidative intermolecular [3 + 2]/[5 + 2] annulation
of <i>N</i>-arylpropiolamides with 4-vinyl acids for producing
fused 2<i>H</i>-benzo[<i>b</i>]azepin-2-ones is
described. This radical-mediated annulation reaction features broad
substrate scope and excellent selectivity, and enables the formation
of three new C–C bonds through oxidative decarboxylation, [3
+ 2]/[5 + 2] annulations, and C(sp<sup>2</sup>)-H functionalization
cascades. Employing this silver-catalyzed oxidative strategy, common
terminal alkynes were successfully converted into cyclopentenes via
intermolecular [3 + 2] annulation
