Synthesis and Anti-Inflammatory Activity of N (2)-Arylindazol-3(2 H )-One Derivatives: Copper-Promoted Direct N -Arylation via Chan-Evans-Lam Coupling.

Inflammatory-related diseases are becoming increasingly prevalent, leading to a growing focus on the development of anti-inflammatory agents, with a particular emphasis on creating novel structural compounds. In this study, we present a highly efficient synthetic method for direct N -arylation to produce a variety of N (2)-arylindazol-3(2 H )-ones 3 , which exhibit anti-inflammatory activity. The Chan-Evans-Lam (CEL) coupling of N (1)-benzyl-indazol-3-(2 H )-ones 1 with arylboronic acids 2 in the presence of a copper complex provided the corresponding N (2)-arylindazol-3(2 H )-ones 3 in good-to-excellent yields, as identified with NMR, MS, and X-ray crystallography techniques. The cell viability and anti-inflammatory effects of the synthesized compounds ( 3 and 5 ) were briefly assessed using the MTT method and Griess assay. Among them, compounds 5 exhibited significant anti-inflammatory effects with negligible cell toxicity.