Despite the extensive studies on the reactions between conventional diazocompounds and indoles, these are still limited by the independent synthesis of the carbene precursors, the specific catalysts, and the required multi-step manipulation of the products. In this work, we explore redox-active carbenes in the expedited and divergent synthesis of functionalized indoles. NHPI-DA displays unusual efficiency and selectivity to yield insertion products that can be swiftly elaborated into boron and carbon substituents that are particularly problematic in carbene-mediated reactions.

中文翻译：

---

N-羟基邻苯二甲酰亚胺基重氮乙酸酯 (NHPI-DA)：吲哚 C-H 烷基化的模块化亚甲基关键

尽管对传统重氮化合物和吲哚之间的反应进行了广泛的研究，但这些研究仍然受到卡宾前体的独立合成、特定催化剂以及所需的产物多步骤操作的限制。在这项工作中，我们探索了功能化吲哚的快速和发散合成中的氧化还原活性卡宾。NHPI-DA 显示出不同寻常的效率和选择性，可产生插入产物，这些插入产物可以快速加工成硼和碳取代基，这在卡宾介导的反应中尤其成问题。