单芳基双C-H官能化策略在苯[d]杂环衍生物合成中的应用

苯[d]咪唑、苯[d]噁唑、苯[d]噻唑等化合物是具有多种生物活性的重要的苯[d]杂环衍生物，目前他们的合成方法存在着过量剧毒试剂的使用、金属试剂制备繁琐、重要官能团兼容性差等缺点。因此，发展更加简单、高效的苯[d]杂环(咪唑、噁唑、噻唑)衍生物的合成新策略仍然是相当具有挑战性的工作。本项目拟以芳香族化合物和几类酰胺衍生物为原料，研究通过过渡金属催化单芳基双C-H官能化反应合成重要的苯[d]杂环(咪唑、噁唑、噻唑)类衍生物的新方法及其反应机理，从而建立单芳基双C-H官能化反应同时构建两个C-Het的方法，阐明单芳基双C-H官能化反应的反应机制，并在此基础上，最终实现单芳基双C-H官能化策略应用于其它苯并杂环衍生物的合成，同时也为其它单芳基多C-H官能化反应提供实验支持和理论依据。

Benzo[d]imidazoles, benzo[d]oxazoles and benzo[d]thiazoles are important benzo[d]heterocycle derivatives with a variety of bioactivities. There are some disadvantages in current synthesis methods, for example, excessive use of toxic reagents, complicated preparation of metal reagent and poor compatibility of important functional group. Therefore, the development of more simple, efficient method for the synthesis of benzo[d]heterocycles (imidazole, oxazole, thiazole) via new strategy remains a quite challenging task. For the project, the aromatic compounds and amide derivatives were employed for the preparation of benzo[d]heterocycles (imidazole, oxazole, thiazole) derivatives via mono-aryl double C-H functionalization strategy. In the experiment, we aim to construct an efficient method for the formation of double C-Het bonds and a theoretical basis of the mono-aryl double C-H functionalization reaction in theory. And on this basis, we hope this strategy could be used in the synthesis of other benzo-heterocyclic derivatives, and also to provide an experimental support and theoretical basis for the other mono-aryl multiple C-H functionalization reactions.