Palladium-Catalyzed [5 + 2] Rollover Annulation of 1-Benzylpyrazoles with Alkynes: A Direct Entry to Tricyclic 2-Benzazepines.
Alejandro Suárez-LustresNuria Martínez-YáñezÁlvaro Velasco-RubioJesús A VarelaCarlos SaáPublished in: Organic letters (2023)
The first Pd-catalyzed [5 + 2] rollover annulation of 1-benzylpyrazoles with alkynes to assemble 10 H -benzo[ e ]pyrazolo[1,5- a ]azepines (tricyclic 2-benzazepines) has been developed. The rollover annulation implies a twofold C-H activation of aryl and heteroaryl C sp 2 -H bonds (C-H/C-H) of 1-benzylpyrazoles (five-atom partners) and alkynes to give the [5 + 2] annulated compounds.