Direct Conversion of Alcohols, Silyl and Tetrahydropyranyl Ethers to Oximes using Polyvinylpyrrolidone Supported Hydrogen Peroxide (PVP-H2O2) as a Catalyst

Oximes are considered as very important and useful organic compounds due to their applications in various fields such as synthesis of agrochemicals and pharmaceuticals.1 These crystalline and stable compounds can also be used in the synthesis of different other organic materials such as amides, nitro compounds, nitriles etc. In addition, oximation reaction is assumed as a very useful route for characterization and purification of aldehydes and ketones. Although the synthesis of these compounds from aldehyde and ketone sources is very well known, a few methods converting alcohols2 or especially silyl (TMS) and tetrahydropyranyl (THP) ethers directly to oximes have been reported in the literature. Now, in the present work with the above description and in continuation of our pervious works about the oxime synthesis,3 we report an efficient tandem oxidative method for the conversion of alcohols and TMS and THP ethers to oximes using a catalytic amounts of polyvinylpyrrolidone supported hydrogen peroxide (PVP-H2O2) as a mild, solid and stable oxidant4 and hydroxylamine hydrochloride under solvent-free conditions (Scheme 1). This method follows “green chemistry” due to its tandem and catalytic nature and solvent-free operation and also can be used for characterization and purification of alcohols and the mentioned ethers.

کلیدواژه ها:

Alcohol ، Ether ، Oxime ، Polyvinylpyrrolidone ، Hydrogen peroxide.