氧化吲哚螺环类结构因具广泛的生物活性,已逐渐成为一类重要的类药性骨架.因此,开发简单高效的合成方法构建复杂的氧化吲哚螺环类化合物库已经成为化学工作者广泛关注的研究方向之一.由于现代有机化学倍受中间产物分离提纯及官能团保护、脱保护策略等的困扰,而串联反应的出现为克服以上诸多难题提供了机遇,且在合成具有光学活性的天然产物和复杂分子中显示了它潜在的优势.近年来,通过有机串联反应策略不对称合成氧化吲哚螺环类化合物备受关注,大量的研究工作被报道.分别从C(3)位不饱和氧化吲哚衍生物、饱和氧化吲哚衍生物、C(3)位无取代氧化吲哚衍生物以及非氧化吲哚衍生物四大类起始原料出发,简单综述了近5年来氧化吲哚螺环化合物的合成方法进展,并对各类反应对底物要求、反应条件、反应选择性、产率以及机理的研究进行了讨论和总结.
The spirooxindoles have broad and promising activities in various therapeutic areas, and become a privileged skeleton for drug discovery. Therefore, the development of some simple and efficient strategies to build these sophisticated scaffolds has become one of the most widespread concerns. However, the traditional methods are limited by the separation and purification of intermediates, the functional group protection and de-protection. Recently, the cascade strategies have shown special advantages in the synthesis of optically active natural products and complex molecules, many related studies have been reported. This review summarizes the enantioselective synthesis of spirooxindoles via cascade strategies in the past five years and organized on the basis of four types of starting materials: unsaturated oxindole derivatives, C(3)-substituted oxindoles, C(3)-unsubstituted oxindoles and nonoxindoles.