15250-10-9Relevant academic research and scientific papers
Hydrogen peroxide and arenediazonium salts as reagents for a radical beckmann-type rearrangement
Prechter, Agnes,Heinrich, Markus R.
experimental part, p. 1515 - 1525 (2011/06/24)
The reductive ring-opening of hydroperoxides derived from cyclic ketones leads to alkyl radicals which can effectively be trapped by arenediazonium salts. This synthetic transformation yielding azo carboxylic acids or lactams, after a reductive step, can be classified as a radical version of the well-known Beckmann rearrangement. In this article, we present results on the scope, the limitations and possible applications of this new reaction type. Georg Thieme Verlag Stuttgart · New York.
BIPHASE AND TRIPHASE CATALYSIS. ARSONATED POLYSTYRENES AS CATALYSTS IN THE BAEYER-VILLIGER OXIDATION OF KETONES BY AQUEOUS HYDROGEN PEROXIDE.
Jacobson,Mares,Zambri
, p. 6938 - 6946 (2007/10/04)
Arsonated polystyrene resins, prepared by a novel procedure, proved to be versatile catalysts for the Baeyer-Villiger oxidation of ketones by hydrogen peroxide. The insoluble beads of the catalyst can be quantitatively separated from the reaction mixture and recycled. Extensive hydrolysis of the lactone and ester products is prevented. In solvents miscible with aqueous hydrogen peroxide (biphase system), the catalysts facilitate oxidation of medium size cycloalkanones (C//4-C//7) and their alkyl and aryl derivatives, steroid ketones, and branched-chain aliphatic ketones. Larger size cycloalkanones, acetophenone, and straight-chain aliphatic ketones react very slowly or not at all. The arsonated polystyrene beads are effective catalysts and phase transfer agents in solvents immiscible with aqueous hydrogen peroxide. This represents the first example of triphase catalysis in oxidations by hydrogen peroxide.
