Key Laboratory of Synthetic and Biological Colloids, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu, 214122, People's Republic of China.
Department of Teaching and Research, Nanjing Forestry University, Huai'an, Jiangsu, 223003, People's Republic of China.
Org Biomol Chem. 2022 Jan 5;20(2):282-295. doi: 10.1039/d1ob01998h.
Nitrogen-containing heterocycles are ubiquitous fragments of numerous natural products, pharmaceuticals, designed bioactive drug candidates and agrochemicals. During the past few decades, these compounds have received considerable attention from the synthetic chemistry community, and great efforts have been focused on the development of concise and efficient methods for the synthesis of these heterocyclic skeletons. In this review, we summarize a diverse range of synthetic methods employing β-aminovinyl esters(ketones) as key CC-N-synthons to furnish useful bioactive heterocyclic frameworks, such as quinolines, pyridines, pyrazines, pyrroles, indoles, oxazoles, imidazoles, thiazoles, isothiazoles, pyrazoles, triazoles, and azepines, thus offering new opportunities and expanding the toolbox of synthetic chemistry reactions.
含氮杂环是许多天然产物、药物、设计的生物活性药物候选物和农用化学品的普遍存在的片段。在过去的几十年中,这些化合物受到了合成化学界的广泛关注,人们致力于开发简洁高效的方法来合成这些杂环骨架。在这篇综述中,我们总结了多种合成方法,这些方法使用β-氨基乙烯基酯(酮)作为关键的 C-C-N 合成子,提供了有用的生物活性杂环框架,如喹啉、吡啶、吡嗪、吡咯、吲哚、恶唑、咪唑、噻唑、异噻唑、吡唑、三唑和氮杂环庚烷,从而为合成化学反应提供了新的机会和扩展了工具箱。