A palladium-catalyzed protocol for the synthesis of 1,2,3-triazole-fused heterocycles, such as 1,4,5,6-tetrahydrobenzo[c][1,2,3]triazolo[4,5-e]azepines and 4,6-dihydro-1H-benzo[5,6]oxepino[3,4-d][1,2,3]triazoles, is reported. The method is versatile, high yielding,and even suitable for domino and one-pot sequential protocols,combining the copper-catalyzed reaction of alkynes and organicazides (CuAAC) with palladium-catalyzed C─H bond activation.A plausible reaction mechanism is proposed.
Assembly of 1,2,3-Triazole-Fused Polycyclic Compounds by Palladium-Catalyzed C-H Bond Activation / Chiarini, Marco; Fabrizi, Giancarlo; Gazzilli, Yuri; Goggiamani, Antonella; Iazzetti, Antonia; Marrone, Federico; Serafini, Andrea; Ullah, Karim. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1099-0690. - (2025).
Assembly of 1,2,3-Triazole-Fused Polycyclic Compounds by Palladium-Catalyzed C-H Bond Activation
Giancarlo Fabrizi;Yuri Gazzilli;Antonella Goggiamani;Federico Marrone;Andrea Serafini;Karim Ullah
2025
Abstract
A palladium-catalyzed protocol for the synthesis of 1,2,3-triazole-fused heterocycles, such as 1,4,5,6-tetrahydrobenzo[c][1,2,3]triazolo[4,5-e]azepines and 4,6-dihydro-1H-benzo[5,6]oxepino[3,4-d][1,2,3]triazoles, is reported. The method is versatile, high yielding,and even suitable for domino and one-pot sequential protocols,combining the copper-catalyzed reaction of alkynes and organicazides (CuAAC) with palladium-catalyzed C─H bond activation.A plausible reaction mechanism is proposed.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
