Sharma Pankaj, Liu Rai-Shung
Department of Chemistry, National Tsing-Hua University , Hsinchu, Taiwan, R.O.C.
Org Lett. 2016 Feb 5;18(3):412-5. doi: 10.1021/acs.orglett.5b03447. Epub 2016 Jan 8.
In the presence of O2 and an IPrCuCl additive (5 mol %), [3 + 2]-annulation reactions of N-hydroxyaniline with nitrosobenzenes in cold toluene form isoxazolidin-5-ol derivatives. Heating the same reaction mixture with DBU in toluene affords highly functionalized indole products efficiently. This method provides short synthesis of several bioactive molecules including WIN 48098, WIN 53365, and JWH 015.
在有氧气和IPrCuCl添加剂（5摩尔%）存在的情况下，N-羟基苯胺与亚硝基苯在冷甲苯中进行的[3 + 2]环化反应生成异恶唑烷-5-醇衍生物。在甲苯中用DBU加热相同的反应混合物可高效地得到高度官能化的吲哚产物。该方法为包括WIN 48098、WIN 53365和JWH 015在内的几种生物活性分子提供了简短的合成方法。
