Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Notes
Oxidation of 3-Hydroxypiperidines with Iodosylbenzene in Water: Tandem Oxidative Grob Fragmentation–Cyclization Reaction
Norihiro TadaKazunori MiyamotoMasahito Ochiai
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2004 Volume 52 Issue 9 Pages 1143-1144

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Abstract

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.

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© 2004 The Pharmaceutical Society of Japan
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