The Oxidation of Alcohols in N-Oxyl-Immobilized Silica Gel/Aqueous NaOCl Disperse Systems. A Prominent Access to a Column-Flow System
Authors:
- 1 September 2004
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 77 (9) , 1745-1755
Abstract
The oxidation of alcohols was performed successfully in a disperse system with N-oxyl-adsorbed or immobilized silica gel as a disperse phase and aqueous NaOCl as a disperse medium. In the disperse system, the oxidation of sec-alcohols afforded the corresponding ketones, while prim-alcohols were oxidized to aldehydes and/or carboxylic acids depending on their structures and reaction conditions. The N-oxyl-immobilized silica gel was recovered and repeatedly used without a significant change in the product yields. A column-flow system was also investigated for the oxidation of alcohols by use of a newly devised column packed with the N-oxyl-immobilized silica gel.Keywords
This publication has 99 references indexed in Scilit:
- Efficient, Aerobic, Ruthenium-Catalyzed Oxidation of Alcohols into Aldehydes and KetonesJournal of the American Chemical Society, 1997
- Copper-Catalyzed Oxidation of Alcohols to Aldehydes and Ketones: An Efficient, Aerobic AlternativeScience, 1996
- A useful 12-I-5 triacetoxyperiodinane (the Dess-Martin periodinane) for the selective oxidation of primary or secondary alcohols and a variety of related 12-I-5 speciesJournal of the American Chemical Society, 1991
- Optimization of a simple system for the oxidation of octan-2-ol with sodium bromate, mediated by ruthenium tetraoxide generated in situThe Journal of Organic Chemistry, 1988
- Readily accessible 12-I-5 oxidant for the conversion of primary and secondary alcohols to aldehydes and ketonesThe Journal of Organic Chemistry, 1983
- Selective oxidation of a primary hydroxyl in the presence of secondary oneTetrahedron Letters, 1981
- Pyridinium chlorochromate. An efficient reagent for oxidation of primary and secondary alcohols to carbonyl compoundsTetrahedron Letters, 1975
- Use of Ruthenium Tetroxide as a Multi-purpose OxidantJournal of the American Chemical Society, 1958
- THE OXIDATION OF ALLYL AND BENZYL ALCOHOLS TO THE ALDEHYDES1The Journal of Organic Chemistry, 1954
- Approaches to the Total Synthesis of Adrenal Steroids.1 V. 4b-Methyl-7- ethylenedioxy-1,2,3,4,4aα,4b,5,6,7,8,10,10a β-dodecahydrophenanthrene-4 β-ol-1-one and Related Tricyclic DerivativesJournal of the American Chemical Society, 1953