A Mild and Efficient Copper-Mediated N-Arylation of 6-Azauracil with Corresponding Boronic Acids and their Antibacterial Activity

摘要

A convenient synthetic strategy is reported for the synthesis of N-arylated 6-azauracil throμgh Chan-Lam cross-coupling. A variety of N-arylated 6-azauracil derivatives were synthesized in moderate to good yields by cross-coupling of 6-azauracil with arylboronic acids in the presence of Cu(OAc)2 and pyridine. However the arylation position is confirmed in the case of 2-(3,5-dichlorophenyl)-l ,2,4-triazine-3,5(2H,4H)-dione (3a), by preparing the compound in a traditional method and compared the chemical shift of the NH proton at N-3 position. Further, the synthesized compounds were screened for their antibacterial activity using agar well diffusion method. The results revealed that most of the synthesized moieties possessing promising therapeutic nature.