Triflic Anhydride-Mediated Beckmann Rearrangement Reaction of Î’-Oximyl Amides: Access to 5-Iminooxazolines

Journal of Chemical Sciences

MANGFEI YU²  QIAN ZHANG¹  JIA WANG¹  RUI ZHANG¹  PENGFEI YAN1²  DEWEN DONG2¹  PENG HUANG¹ 

[1] Key Laboratory of Synthetic Rubber, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China$$;School of Chemistry and Materials Science, Heilongjiang University, Harbin 150080, China$$

关键词: Beckmann rearrangement;    cyclization;    β;    -oximyl amides;    oxazolines;    triflic anhydride.;   

DOI  :  

来源: Indian Academy of Sciences

【 摘 要 】

Facile and efficient synthesis of 5-iminooxazolines fromΑ, Α-disubstituted Β-oximyl amidesmediated by triflic anhydride $(Tf_{2}O)$ in the presence of 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) indichloromethane at room temperature is developed, and a mechanism involving tandem Beckmann rearrangementand intramolecular cyclization reaction is proposed.

【 授权许可】

Unknown