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Tada, N. et al.

Oxidation of 3-hydroxypiperidines with iodosylbenzene in water: tandem oxidative Grob fragmentation-cyclization reaction.

Oxidation of 3-hydroxypiperidine with iodosylbenzene in water afforded 2-pyrrolidinone directly in good yields. The reaction probably involves oxidative Grob fragmentation yielding imino aldehyde, which upon hydrolysis produces 2-pyrrolidinone via a cyclization-oxidation sequence.[1]

References

Oxidation of 3-hydroxypiperidines with iodosylbenzene in water: tandem oxidative Grob fragmentation-cyclization reaction. Tada, N., Miyamoto, K., Ochiai, M. Chem. Pharm. Bull. (2004) [Pubmed]

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