Tungstate Sulfuric Acid (TSA) KMnO4 as a Novel Heterogeneous System for Rapid Deoximation 英文参考文献.docVIP

Molecules 2006, 11, 720-725 molecules ISSN 1420-3049 Communication Tungstate Sulfuric Acid (TSA)/ KMnO4 as a Novel Heterogeneous System for Rapid Deoximation Bahador Karami * and Morteza Montazerozohori Department of Chemistry, Yasouj University, Yasouj 75914-353, Iran * Author to whom correspondence should be addressed; e-mail: karami@mail.yu.ac.ir Received: 5 September 2005; in revised form: 7 June 2006 / Accepted: 30 June 2006 / Published: 28 September 2006 Abstract: Neat chlorosulfonic acid reacts with anhydrous sodium tungstate to give tungstate sulfuric acid (TSA), a new dibasic inorganic solid acid in which two sulfuric acid molecules connect to a tungstate moiety via a covalent bond. A variety of oximes were oxidized to their parent carbonyl compounds under mild conditions with excellent yields in short times by a heterogeneous wet TSA/KMnO4 in dichloromethane system. Keywords: Tungstate sulfuric acid, Oximes, Heterogeneous conditions, Solid acid Introduction Heterogenization of chemical systems is currently an active field of research in industrial and academic chemistry because of the resulting simplification in handling procedures and work-ups, reduction of corrosion and, from a Green Chemistry point of view, easy and clean reactions and avoidance of by-products. Considering the wide applications of acids as reagents or catalysts in organic chemistry (for producing more than 1×108 MT/year of products), the introduction of new inorganic solid acids can be useful in this context. Recently silica-sulfuric acid [1] and Nafion-H ? [2] have been used for a wide variety of reactions such as production of disulfides from thiols, oxidation of 1,4-dihydropyridines [3], N-nitrosation of secondary amines [4], deprotection of acetals [5], oxidation of alcohols [6], alkylation with olefins, alkyhalides, alkyl esters, isomerizat