通过简单芳炔参与的串联过程实现芳烃三官能化的研究

多取代芳环结构广泛存在于具有生物活性的天然产物、药物分子及有机功能材料结构中。如何高效快速地构建这些分子骨架具有重要研究意义，也是合成有机化学的核心内容之一。虽然利用芳炔中间体可有效构建各种二取代芳烃，但传统单芳炔反应受到只能邻位双官能化的限制，无法有效发挥其在制备多取代芳环结构中的作用。本申请致力于突破上述研究限制，构建简单芳炔参与的串联过程，利用其反应时生成的活性中间体，引发后续芳环上碳氢键官能化，实现单芳炔多官能化转化。一方面，申请人关注如何在芳环上一次性高效构建三个碳碳键；另一方面，希望实现芳炔的1,2,4-三取代转化。此研究设想若能实现，将具有高效快捷、官能团兼容性好、原子经济及无过渡金属催化等优点。

Aromatic compounds with multifunctional groups prevalently exist in natural products, medicines, and functional organic materials. Highly efficient and convenient construction of those aromatic frameworks is the core of synthetic organic chemistry and owns scientific merits. Although arynes have been broadly applied in arene difunctionalization, the realm of traditional aryne chemistry is restricted by the “vicinal difunctionalization”, which limits its application in the preparation of multisubstituted arenes. The theme of our project is to employ judiciously designed cascade processes in an aim to accomplish aryne trisubstitution via combinations of aryne disubstitution/C-H bond functionalization. More specifically, on one hand, we propose the ways to construct three consecutive C-C bonds in tandem 1,2,3-trisubsitution protocols; on the other hand, we wish to achieve aryne 1,2,4-trifunctionalization as well. Overall, once successfully reached, these proposals will possess the advantages of being convenient, highly efficient, functional group compatible, atom economic, and transitional-metal-free.