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4-Acetamido-TEMPO, free radical oxidizes alcohols to carbonyl compounds in the presence of TsOH.
Erika Watanabe; Naoyuki Tamura; Tsuguyuki Saito; Naoto Habu; Akira Isogai. Preparation of completely C6-carboxylated curdlan by catalytic oxidation with 4-acetamido-TEMPO. Carbohydrate Polymers. 2014, 100, 74-79.
Weili Yin; Changhu Chu1; Qiongqiong Lu1; Jianwei Tao; Xinmiao Liang and Renhua Liu. Iron Chloride/4-Acetamido-TEMPO/Sodium Nitrite-Catalyzed Aerobic Oxidation of Primary Alcohols to the Aldehydes. Advanced Synthesis & Catalysis. 2010, 352 (1), 113-118.
In the presence of an acid disproportionates to the oxoammonium salt, a highly selective reagent for alcohol oxidation. For a review of oxoammonium (nitrosonium) salts, see: Heterocycles, 27, 509 (1988); for a brief feature on oxoammonium salts, see: Synlett, 1757 (2003). In combination with tosic acid, oxidizes alcohols to aldehydes and ketones: J. Org. Chem., 56, 6110 (1991). For oxidation of diols to ɑ-dicarbonyl compounds, see: J. Org. Chem., 59, 6338 (1994). Review of the use of stable nitroxyl radicals for the oxidation of primary and secondary alcohols: Synthesis, 1153 (1996) Cf also 4-Hydroxy-TEMPO, A12497, and TEMPO, A12733. .
Gefahrenhinweise (EU): H302
Harmful if swallowed.
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