School of Chemical Sciences, Indian Association for the Cultivation of Science, Jadavpur, Kolkata-700032, India.
Org Biomol Chem. 2021 Nov 25;19(45):9797-9808. doi: 10.1039/d1ob01471d.
The synthesis and functionalization of carbazole ring systems have received considerable attention in organic synthesis due to their widespread occurrence in biologically active compounds. One of the classical methods for the synthesis of carbazoles involves C-C bond formation of a biaryl amine moiety by oxidizing agents. Over the last few years, various new strategies have evolved for the synthesis of carbazole ring systems. During the past two decades, ring-closing metathesis (RCM) based approaches have been efficiently employed for the synthesis of nitrogen containing heteroaromatic systems including carbazoles. Herein, we discuss the construction of carbazole ring systems using RCM and the application of RCM based methods in the preparation of other indole-fused heterocycles. The application of these methods in the synthesis of carbazole alkaloids and bioactive indole-fused natural products has been discussed to highlight the importance of RCM in total synthesis.
咔唑环系统的合成和功能化在有机合成中受到了相当多的关注，因为它们广泛存在于具有生物活性的化合物中。咔唑的经典合成方法之一是通过氧化剂氧化联芳基胺部分来形成 C-C 键。在过去的几年中，已经发展出了各种新的策略来合成咔唑环系统。在过去的二十年中，基于闭环复分解（RCM）的方法已被有效地用于合成含氮杂芳环系统，包括咔唑。本文讨论了使用 RCM 构建咔唑环系统以及 RCM 方法在制备其他吲哚稠合杂环中的应用。这些方法在咔唑生物碱和生物活性吲哚稠合天然产物合成中的应用突出了 RCM 在全合成中的重要性。
