The first definite proof that amide hydrolysis may proceed via a direct SN2 displacement on the N-conjugate acid is reported for the acid-catalysed decomposition of N-nitroso-2-pyrrolidone.
B. C. Challis and S. P. Jones, J. Chem. Soc., Chem. Commun., 1974, 748 DOI: 10.1039/C39740000748
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