Reactions on Silica Gel. Beckmann Rearrangement of Oxime p-Toluenesulfonates
- 1 January 1982
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 12 (13), 1003-1006
- https://doi.org/10.1080/00397918208061940
Abstract
The synthetic utility of neutral silica gel as supporting agent and as catalyst is well documented /1/ and particularly silica may act as catalyst in the synthesis and selective O-alkylation of amides /2,3/. We now wish to report that neutral silica gel promotes the Beckmann rearrangement of oxime p-toluenesulfonates in mild conditions room temperature yielding the corresponding amides in a high degree of purity.Keywords
This publication has 6 references indexed in Scilit:
- Facile synthesis of γ-, α-, and ε-lactams by cyclodehydration of ω-amino acids on alumina or silica gelTetrahedron Letters, 1980
- Central nervous system active compounds. III. The synthesis of 4- and 6-substituted caprolactam derivatives by the Schmidt and Beckmann rearrangementsAustralian Journal of Chemistry, 1980
- Reaction of Some Amides and Thioamides with Diazomethane Catalyzed by Silica GelTetrahedron Letters, 1979
- Organic Synthesis Using Supported Reagents - Part ISynthesis, 1979
- BECKMANN‐Umlagerung und Fragmentierung. 1. Teil. Mechanismus sowie Nachweis der Zwischenstufen Fragmentierungsreaktionen. 7. MitteilungHelvetica Chimica Acta, 1964
- Beckmann Rearrangement. I. Syntheses of Oxime p-Toluenesulfonates and Beckmann Rearrangement in Acetic Acid, Methyl Alcohol and ChloroformJournal of the American Chemical Society, 1958