Xu Shibo, Li Chunju, Jia Xueshun, Li Jian
Department of Chemistry, Innovative Drug Research Center, Shanghai University , Shanghai 200444, China.
J Org Chem. 2014 Nov 21;79(22):11161-9. doi: 10.1021/jo502209f. Epub 2014 Nov 4.
The AlCl3-promoted cyclization of readily available allenoates with methyleneindolinone is disclosed. The present strategy provides a rapid access to spirocyclic oxindole-cyclohexenones in an efficient manner. Remarkably, the allenoate is implemented as a four-carbon (4C) component to form the ring, which shows high synthetic efficiency. Flexibility of this method allows quick synthesis of spirocyclic oxindole-dihydropyrans by varying one of the components. It is also noteworthy that AlCl3 serves as the chlorine source as well as an effective catalyst to facilitate this interesting transformation.
公开了AlCl₃促进的易得的联烯酸酯与亚甲基吲哚酮的环化反应。本策略以高效的方式提供了一种快速合成螺环氧化吲哚-环己烯酮的方法。值得注意的是，联烯酸酯作为一个四碳（4C）组分参与成环，显示出高合成效率。该方法的灵活性允许通过改变其中一个组分快速合成螺环氧化吲哚-二氢吡喃。同样值得注意的是，AlCl₃既作为氯源又作为有效的催化剂促进了这一有趣的转化。
