|
|||||
|
|
Preparation of isoxazol(in)yl substituted selenides and their further deselenenylation reaction to synthesize 3,5-disubstituted isoxazoles |
|
| Authors: | Wei Ming Xu E Tang |
| Institution: | a Department of Chemistry, Zhejiang University (Campus Xixi), Hangzhou 310028, People's Republic of China b Center of Analysis and Measurement, Zhejiang University, Hangzhou 310028, People's Republic of China c Laboratory of Organometallic Chemistry, Chinese Academy of Sciences Shanghai 200032, People's Republic of China |
| Abstract: | We report a mild 1,3-dipolar cycloaddition protocol for the preparation of 3-aryl-5-phenylselenomethyl isoxazoles and isoxazolines regioselectively. The former was further reacted with LDA and electrophilic substrates followed by selenoxide syn-elimination to afford 3-aryl-5-E-substituted-ethenyl isoxazoles stereoselectively and the latter was subjected to a ‘two-step’ elimination to afford 3-aryl-5-methyl isoxazoles. |
| Keywords: | 1 3-Dipolar cycloaddition Isoxazoles Isoxazolines Selenoxide syn-elimination |
| 本文献已被 ScienceDirect 等数据库收录！ | |