Abstract
Abstract Dihydropyridazinones 4a, 4b, N‐substituted dihydropyrazoles 5b, 5c, 5d, and O‐substituted pyrazoles 6a, 6b, 6c, 6d have been synthesized starting from spirocyclopropanepyrazole derivative 2. Treatment of 2 with α‐chloro esters, e.g., methyl chloroacetate, ethyl chloroacetate, isopropyl chloroacetate, and tert‐butyl chloroacetate, in potassium carbonate/sodium iodide system caused ring opening and subsequent C‐ or N‐attack nucleophilic substitution to give the corresponding dihydropyridazinones 4a, 4b and N‐substituted dihydropyrazoles 5b, 5c, 5d. On the other hand, in the absence of sodium iodide, O‐substituted pyrazoles 6a, 6b, 6c, 6d were obtained from 2 via an O‐attack nucleophilic substitution. J. Heterocyclic Chem., 2011.
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