Polyaniline-supported tungsten-catalyzed oxidative deoximation reaction with high catalyst turnover number

Polyaniline-supported tungsten (W@PANI) was easily prepared by immersing polyaniline (PANI) in the aqueous solution of Na2WO4. It was found to be an efficient catalyst for oxidative deoximation reaction, the very important transformation for pharmaceutical industry. Besides the green features, the method employed very few of catalytic tungsten (0.048 mol% vs . oxime substrates), resulting in the high turnover numbers (TONs) of the catalyst (ca . 10(3) mol/mol) and the low metal residues in product (< 0.1 ppm). The reaction is applicable for a variety of substrates, including those containing heterocycles, which are key intermediates in medicine synthesis. It has also been successfully magnified to kilogram scale production to afford the desired carbonyl products smoothly. (C) 2022 Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences.

Automated summary

Polyaniline-supported tungsten (W@PANI) is an efficient catalyst for the oxidative deoximation reaction, which is crucial in the pharmaceutical industry. The method utilizes a minimal amount of catalytic tungsten (0.048 mol% vs. oxime substrates), resulting in high turnover numbers (TONs) of the catalyst (ca. 10(3) mol/mol) and low metal residues in the product (<0.1 ppm). It is applicable for various substrates, including heterocycles, and has been successfully scaled up for kilogram production.