Special Centre for Molecular Medicine, Jawaharlal Nehru University, New Delhi 110067, India.
Org Biomol Chem. 2021 Mar 11;19(9):1926-1939. doi: 10.1039/d0ob02274h.
The tetrahydrocarbazole (THC) motif is ubiquitous in natural products and biologically active compounds. THCs can serve as favorable synthetic intermediates or precursors en-route to desired complex natural products. Despite a considerable number of strategies for the synthesis of THCs that have emerged in the last two decades, only a handful of reviews have been published on the subject. Herein, we have summarized synthetic methodologies published in the last ten years for the benefit of organic chemists. The review focuses on non-enantioselective syntheses of THCs, and encompasses ring opening reactions of donor-acceptor cyclopropanes, metal-catalyzed C-C/C-N bond formation, cycloaddition, conjugate addition, and miscellaneous reactions employed for accessing the THC framework.
四氢咔唑（THC）基序在天然产物和生物活性化合物中普遍存在。THC 可以作为有利的合成中间体或前体，用于合成所需的复杂天然产物。尽管在过去的二十年中已经出现了相当多的合成 THC 的策略，但关于该主题的评论文章却很少。在此，我们总结了过去十年中发表的有关 THC 的合成方法，以造福有机化学家。该综述重点介绍了非对映选择性合成 THC 的方法，包括给体-受体环丙烷的开环反应、金属催化的 C-C/C-N 键形成、环加成、共轭加成以及用于构建 THC 骨架的各种反应。
