Diastereoselective Synthesis of Dibenzo[b,d]azepines by Pd(II)-Catalyzed [5 + 2] Annulation of o-Arylanilines with Dienes. 2017
An efficient method for the construction of dibenzo[b,d]azepines containing two distinct stereogenic elements in a highly diastereoselective fashion is described. The key of the [5 + 2] reaction is to form a π-allylpalladium species through sequential C-H activation and regiospecific migratory insertion of the diene. This observation contrasts with the behavior of 1,2-alkenes that generally underwent direct alkenylation via β-hydride elimination.
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