Cyanuric Chloride / Manganese Chloride Tetrahydrate Catalyzed Beckmann Rearrangement of Ketoximes
Tong Shen-Yue
School of Science and Technology, Zhejiang International Studies University, Hangzhou, Zhejiang, 310023, China.
Lu Jue-Lin
School of Science and Technology, Zhejiang International Studies University, Hangzhou, Zhejiang, 310023, China.
Li Xiao-Wen
School of Science and Technology, Zhejiang International Studies University, Hangzhou, Zhejiang, 310023, China.
NI Wan-Min
School of Science and Technology, Zhejiang International Studies University, Hangzhou, Zhejiang, 310023, China.
Xu Ke-Wei
School of Science and Technology, Zhejiang International Studies University, Hangzhou, Zhejiang, 310023, China.
Feng Qi *
School of Science and Technology, Zhejiang International Studies University, Hangzhou, Zhejiang, 310023, China.
*Author to whom correspondence should be addressed.
Abstract
In order to find an efficient catalytic system for Beckmann rearrangement of ketoximes, cyanuric chloride and Lewis acids were screened, and the cyanuric chloride /manganese chloride tetrahydrate system with good catalytic effect has been discovered. Using 2 mol% cyanuric chloride and 2 mol% MnCl2·4H2O as catalyst, the yield of Beckmann rearrangement of benzophenone oxime was 96% after refluxing for 2 h in acetonitrile. A variety of ketoximes underwent the Beckmann rearrangement to afford the corresponding amides in moderate to high yields.
Keywords: Beckmann rearrangement, ketoximes, cyanuric chloride, manganese chloride tetrahydrate, amides.