Potassium nitrosodisulfonate hydrogenation

Potassium nitrosodisulfonate, 258 other methods Bis(tributyltin) oxide, 41 /-Butyl hydroperoxide-Dichlorotris-(triphenylphosphine)rutheni-um(II), 54 Dibutyltin oxide, 95 Hydrogen hexachloroplatinate(IV)-Copper(II) chloride, 145 4-Methoxy-2,2,6,6-tetramethy 1-1 -oxopiperidinium chloride, 183 of alcohols to carboxylic acids Cetyltrimethylammonium permanganate, 69... 

Peroxidic reagents may dehydrogenate C-8-Na. The example of this involves the conversion of isostrychnic acid (XXXIII) by hydrogen peroxide in formic or acetic acids in the presence of catalytic quantity of cobalt salt or by potassium nitrosodisulfonate, into the lactone bases CLXXIV (R = H and OH) (144, 145). In both cases, the initially formed simple 3-H indole is oxidized further, probably by way of the tautomeric enamine, to the 13-oxy derivative, which then lactonizes. 

Radicals Azobisisobutyronitrile. a,T-Bis(diphenylene)-d-phenylallyL r-Butyl perbenzoate. 7-Butyrolactone. Dibenzoyl peroxide. Di-r-butyl nitroxidc. Di-r-butyl peroxide. Diphenyl-picrylhydrazyl. Galvinoxyl. Hydrogen peroxide-iron salts. Lead dioxide. N-Phenyl-N -benzoyldiimide. Potassium nitrosodisulfonate. Thiolacetic acid. Trichloromethanesulfonyl chloride. 

The reaction of 148 with 10% HCl-MeOH afforded selective hydrolysis of the amide to form the 3-aminopyridine 149, in which the ring was subsequently closed after treatment with palladium(O) to give the /3-carboline 150. Friedlander condensation of 150 with 2-amino-3-benzyloxy-4-bromo-benzaldehyde (151), which was synthesized in four steps (5S), gave the 2-/3-carbolinequinoline 152. Hydrogen bromide gas debenzoylation of 152 was followed by oxidation with potassium nitrosodisulfonate (Fremy s salt) to obtain Kende s intermediate 131. 

Phenols don t undergo oxidation in the same way that alcohols do because they don t have a hydrogen atom on the hydroxyl-bearing carbon. Instead, oxidation of a phenol yields a cyclohexa-2,5-diene-l,4-dione, or quinone. The most commonly used oxidant is Fremy s salt [potassium nitrosodisulfonate, (KSOalaNO], and the reaction takes place through a radical mechanism. 

Hydrogen peroxide s. under Na2W04 Potassium nitrosodisulfonate Nitroso compounds from amines... 

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