Sulfunic Acid Modifired MCM-41 Mesoporous Silica as an Efficient Nano-Catalyst for Synthesis of amides and lactams from Oximes Via Beckman Rearrangement

Document Type : Final File

Authors
S. Eskandari 1
E. Tarizade 2
F. Teymouri 1
1 1Department of Chemistry, Engineering College, Saveh Branch, Islamic Azad University, Saveh, Islamic Republic of Iran
2 2Department of Organic Chemistry, Faculty of Basic Sciences, South Tehran Branch, Islamic Azad University, Tehran, Islamic Republic of Iran
Abstract
Mesoporous MCM-41 silicas anchored with sulfonic acid (–SO3H) groups (denoted MSN-SA) via postsynthesis modification are very effective for the Beckman rearrangement. A simple and convenient procedure for conversion of a variety oximes to their corresponding amides and lactams has been developed. The reaction was carried out in the presence of MSN-SA as the catalyst. The best results for conversion of oximes to amides and lactams were obtained in the presence of MSN-SA and solvent free condition at 110 ºC. Excellent yields were obtained from oximes with electron-donating and electron-withdrawing groups. The system also worked well with polynuclear aromatic, heterocyclic and aliphatic oximes. 
Keywords
Oxime, MCM-4
Sulfonic acid
Beckman rearrangement
Journal of Sciences, Islamic Republic of Iran
Volume 27, Issue 3
Summer 2016
Pages 231-236