Synthesis of new chiral N-substituted fused pyrazoles and pyrazolinols

Abstract

Treatment of β-diketones and the corresponding β-enaminoketones, having modified carane (2-ethyl-6,6-dimethylbicyclo[3.1.0]hexane) and p-menthane (3-ethyl-1-isopropylcyclopentane) skeletons, with aryl- and alkylhydrazines results in regioselective formation of N-substituted pyrazoles or stable pyrazolinols depending on the nature of the substituent at the hydrazine nitrogen.