Palladium-Catalyzed [5 + 2] Rollover Annulation of 1-Benzylpyrazoles with Alkynes: A Direct Entry to Tricyclic 2-Benzazepines

• DOI: 10.1021/acs.orglett.2c04300
• Publication Date: 2023-01-31T20:09:35Z
• Authors: Alejandro Suárez-...; Nuria Martínez-Yáñez; Álvaro Velasco-Rubio; Jesús A. Varela; Carlos Saá
• Keywords: 01 natural sciences; 0104 chemical sciences

The first Pd-catalyzed [5 + 2] rollover annulation of 1-benzylpyrazoles with alkynes to assemble 10H-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 Csp2-H bonds (C-H/C-H) of 1-benzylpyrazoles (five-atom partners) and alkynes to give the [5 + 2] annulated compounds.