Chemical and pharmaceutical bulletin

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

N Tada, K Miyamoto, M Ochiai

文献索引：Tada, Norihiro; Miyamoto, Kazunori; Ochiai, Masahito Chemical and Pharmaceutical Bulletin, 2004 , vol. 52, # 9 p. 1143 - 1144

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被引用次数: 11

摘要

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.