NaNO2-mediated transformation of aliphatic secondary nitroalkanes into ketones or oximes under neutral, aqueous conditions: How the nitro derivative catalyzes its …

…, C Matt, A Wagner, C Mioskowski

文献索引：Matt, Christophe; Wagner, Alain; Mioskowski, Charles Journal of Organic Chemistry, 1997 , vol. 62, # 2 p. 234 - 235

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被引用次数: 31

摘要

The nitrosation of secondary nitro derivatives into ketones or oximes depending on the nitro substituents has been reinvestigated. The reaction efficiently takes place under neutral conditions, thus allowing acid-sensitive substrates to be converted in very good yields. The generation of nitrosating species under such mild conditions is unprecedented. Mechanistic investigations strongly suggest that they result from the nucleophilic attack of the nitrite ...