Issue 1, 1993
From the journal:

Journal of the Chemical Society, Perkin Transactions 2

The mechanisms of hydrolysis of the γ-lactam isatin and its derivatives

Lorraine A. Casey,   Ron Galt  and  Michael I. Page  

Abstract

The pH dependences of the rates of hydrolysis of isatin, its N-carboxymethyl derivative and its 5-nitro substituted analogues exhibit a complex behaviour, showing a first- and second-order dependence upon hydroxide ion concentration, as well as a pH-independent pathway. The pH dependence is interpreted in terms of the formation of tetrahedral intermediates in different protonic states which may break down to products via hydroxide ion, hydronium ion and water catalysed pathways. These γ-lactams are as reactive, or more reactive, than benzylpenicillin.

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Article information

DOI
https://doi.org/10.1039/P29930000023
Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1993, 23-28

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The mechanisms of hydrolysis of the γ-lactam isatin and its derivatives

L. A. Casey, R. Galt and M. I. Page, J. Chem. Soc., Perkin Trans. 2, 1993, 23 DOI: 10.1039/P29930000023

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