Reactivity of a tetrahedral intermediate in hydrolysis of N??acetylpyrrole

A Cipiciani, G Savelli, CA Bunton

文献索引：Cipiciani, Antonio; Savelli, Gianfranco; Bunton, Clifford A. Journal of Heterocyclic Chemistry, 1984 , vol. 21, p. 975 - 976

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被引用次数: 6

摘要

Abstract Base hydrolysis of N-acetylpyrrole (1a) involves formation of an anionic tetrahedral intermediate (2a). The equilibrium constant between these two species can be estimated by extrapolation based on the equilibrium constants for hydration of N-trichloroacetyl-and N- trifluoroacetylpyrrole and the estimated pK a for deprotonation of the hydrates of these compounds. Inductive effects upon hydration and deprotonation of the hydrates were ...