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 organic azides (CuAAC) with palladium-catalyzed C-H bond activation. A plausible reaction mechanism is proposed.
Chiarini, M., Fabrizi, G., Gazzilli, Y., Goggiamani, A., Iazzetti, A., Marrone, F., Serafini, A., Ullah, K., Assembly of 1,2,3‐Triazole‐Fused Polycyclic Compounds by Palladium‐Catalyzed CH Bond Activation, <<EUROPEAN JOURNAL OF ORGANIC CHEMISTRY>>, 2025; 28 (30): 1-8. [doi:10.1002/ejoc.202500459] [https://hdl.handle.net/10807/324282]
Assembly of 1,2,3‐Triazole‐Fused Polycyclic Compounds by Palladium‐Catalyzed CH Bond Activation
Goggiamani, Antonella;Iazzetti, Antonia
;
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 organic azides (CuAAC) with palladium-catalyzed C-H bond activation. A plausible reaction mechanism is proposed.
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