Halonium Ion Mediated Synthesis of 2-Halomethylene-3-oxoketoxime Derivatives from Isoxazoline <i>N</i>-Oxides
作者:Mustafa J. Raihan、R. R. Rajawinslin、Veerababurao Kavala、Chun-Wei Kuo、Ting-Shen Kuo、Chiu-Hui He、Hsiu-Ni Huang、Ching-Fa Yao
DOI:10.1021/jo401283x
日期:2013.9.6
trichloroisocyanuric acid (TCCA)-mediated synthesis of novel 2-halomethylene-3-oxoketoximes via one-pot halogenation/oxidation of isoxazolineN-oxide derivatives is described here. The keto functionality of 3-ketoximes was selectively reduced by lithiumaluminum hydride to synthesize an unprecedented type of Baylis–Hillman oxime, which underwent N–O coupling to produce new isoxazolineN-oxide derivative.