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

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

Full Text: HTML

Citation Number: 31

Abstract

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 ...

Related Articles:

Synthesis and characterization of well-defined l-lactic acid-caprolactone co-oligomers and their rhenium (I) and technetium (I) conjugates

[Zhu, Hua; Yang, Zhi; Li, Nan; Wang, Xue-Juan; Wang, Feng; Su, Hua; Xie, Qing; Zhang, Yan; Ma, Yun-Xia; Lin, Bao-He Journal of Organometallic Chemistry, 2012 , vol. 716, p. 95 - 102]

Supported sulfonic acid as green and efficient catalyst for Baeyer–Villiger oxidation with 30% aqueous hydrogen peroxide

[Piscopo, Calogero G.; Loebbecke, Stefan; Maggi, Raimondo; Sartori, Giovanni Advanced Synthesis and Catalysis, 2010 , vol. 352, # 10 p. 1625 - 1629]

Oxidation of cyclohexane with hydrogen peroxide over β-zeolites with various Si/Al ratios

[Catalysis Today, , vol. 203, p. 60 - 65]

Perspectives on the kinetics of diol oxidation over supported platinum catalysts in aqueous solution

[Journal of Catalysis, , vol. 308, p. 50 - 59]

Preparation of six membered carbocycles by aryl-tellurium mediated free-radical cyclisation

[Tetrahedron Letters, , vol. 32, # 36 p. 4713 - 4716]

More Articles...