Department of Organic Chemistry, Arrhenius laboratory, Stockholm University, 106 91 Stockholm, Sweden.
Chem Commun (Camb). 2021 May 6;57(37):4532-4535. doi: 10.1039/d1cc01026c.
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.
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，但这些反应仍然受到卡宾前体的独立合成、特定催化剂和产物所需的多步操作的限制。在这项工作中，我们探索了氧化还原活性卡宾在功能化吲哚的快速和多样化合成中的应用。NHPI-DA 表现出异常的效率和选择性，生成可以迅速转化为硼和碳取代基的插入产物，这些取代基在卡宾介导的反应中特别成问题。
