C-H活化策略高效合成新型吲哚[2,1-a]异喹啉化合物

Highly Efficient Synthesis of A Novel Indolo[2,1-a]isoquinoline Derivative via C-H Activation Strategy

以吲哚为原料,使用容易安置和移除的嘧啶基作为导向基团,以C-H活化/芳化反应为关键步骤,实现了中间体N-嘧啶-2-苯基吲哚的高效合成。通过简便的方法移除该中间体上的嘧啶导向基团,以C-H活化/环化反应为关键步骤,实现了新型吲哚[2,1-a]异喹啉的构建。对C-H活化/芳化反应条件进行了优化,并在优化的反应条件下进行了该反应的放大量实验。所有化合物均采用IR、NMR、HRMS等多种谱学技术进行了结构表征。

The intermediate N-pyrimidyl-2-phenyl-indole was highly efficient synthesized with indole as raw material and the easily installable and removable pyrimidyl group as directing group.The C-H activation/ary-lation was the key step for the synthesis of N-pyrimidyl-2-phenyl-indole compound.After removal of the pyrim-idyl group under simple reaction conditions,the novel indolo[2,1-a]isoquinoline derivative could be successfully synthesized via C-H activation/cyclization.The optimal reaction conditions were established by examining the effect of oxidants and solvents.The gram-scale experiments was conducted under the optimal reaction condi-tions.The structures of all compounds were characterized by IR,NMR and HRMS.