Efficient
regioselective synthesis of novel fully substituted pyrazoles
has been achieved through Huisgen cycloaddition reaction of δ-acetoxy
allenoates with hydrazonoyl chlorides by the addition of Ag2O. The present approach offers the advantages of simpleness, high
efficiency, mild conditions, wide substrate scope, and good-to-excellent
regioselectivities. The strategy could be performed on a large-scale
pattern to allow access to structurally versatile pyrazoles, of which
a key intermediate of lonazolac (303), a nonsteroidal anti-inflammatory
drug, could be synthesized efficiently. Moreover, several pyrazoles
show obvious growth-inhibitory activity of Huh-7 cells, expected as
potential anticancer agents.