杂环化合物在医药、农药、功能材料等领域有着重要的用途，因此发展高效合成杂环化合物的新方法及新体系具有重要的理论和应用价值。本申请项目利用有机催化剂氮杂环卡宾(NHCs)能使醛基发生极性反转的特点，以NHC 催化的串联反应为研究基础，开展高效合成杂环化合物的方法学研究。一方面设计并合成一些含有多个反应位点的底物，与其它试剂经过串联反应后得到多官能化的杂环化合物；另一方面，将Benzoin 反应或Stetter 反应与其它反应串联，合成多芳基化的杂环化合物。这些研究不仅拓展NHC在有机催化领域中的用范围，同时也为杂环化合物的多样性合成以及新的具有潜在应用前景的杂环化合物的发现奠定基础。

The development of new synthetic methods and new reaction systems for the efficient synthesis of heterocycles have great theoretical and pratical value due to the important applications of heterocyclic compounds in the fields of medicine, agrochemical and functional materials. According to the umpolung reactivity of aldehyde catalyzed by organocatalyst, N-Heterocyclic Carbenes(NHCs), this program will focus on the developement of the synthetic methodology for heterocyles via NHC-catalyzed cascade reactions. On one hand, some designed substrates with multiple reactive site will be synthesized and react with other reagents to give multi-functionalized heterocycles via cascade reactions. On the other hand, some multi-arylated heterocycles will be assembled via cascade reactions involving Benzoin reaction and Stetter reacion. These studies will not only widen the field of application of NHC, but also lay a foundation for the diversified synthesis of heterocycles and the discovery of new heterocyclic compounds with potential application prospect.