Journal of the Chemical Society C: Organic

Preparation and reactions of cyclic α-monocarbonyl azo-compounds: 1-pyrazolin-3-one derivatives

W Nagata, S Kamata

Index: Nagata,W.; Kamata,S. Journal of the Chemical Society [Section] C: Organic, 1970 , p. 540 - 550

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Citation Number: 13

Abstract

1-Pyrazolin-3-one (Ia) and its 5, 5-dimethyl derivative (Ib) were prepared in good yield by oxidation of the corresponding pyrazolidin-3-one derivatives (Va) and (Vb) with lead tetra- acetate at low temperature. Reactions of (Ia and b) with various nucleophiles were examined. Hydroxide, alkoxides, alcohols, and amines attack initially at the carbonyl carbon atom; ring cleavage then gives intermediate carbanions (III), which are either protonated ...