Oxidation of 3-hydroxypiperidines with iodosylbenzene in water: Tandem oxidative Grob fragmentation-cyclization reaction
N Tada, K Miyamoto, M Ochiai
Index: Tada, Norihiro; Miyamoto, Kazunori; Ochiai, Masahito Chemical and Pharmaceutical Bulletin, 2004 , vol. 52, # 9 p. 1143 - 1144
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Citation Number: 11
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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