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Recent Advances in the Synthesis of Heterocyclics via Cascade Cyclization of Propargylic Alcohols
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2020-11-17 , DOI: 10.1002/adsc.202001142
Xian‐Rong Song 1 , Ruchun Yang 1 , Qiang Xiao 1
Affiliation  

Heterocyclic compounds are important organic compounds and have emerged as key scaffolds in numerous drugs, natural products, vitamins, biologically and pharmaceutically active compounds. Over the past few decades, the development of versatile methodologies employing propargylic alcohols as synthons for the construction of heterocyclic skeletons has attracted great attention from synthetic chemists. In this review, recent developments in the cascade cyclization of propargylic alcohols with diverse nucleophiles to construct heterocyclic compounds are summarized. According to the types of nucleophiles, these reactions can be divided into four categories: 1) Reactions involving C‐nucleophiles to capture allenyl carbocation; 2) Reactions involving O, S‐nucleophiles to capture allenyl carbocation; 3) Reactions involving N, P‐nucleophiles to capture allenyl carbocation; 4) Reactions involving halo‐nucleophiles to capture allenyl carbocation.

中文翻译:

炔丙醇级联环合成杂环化合物的最新进展

杂环化合物是重要的有机化合物,并已在许多药物,天然产物,维生素,生物和药学活性化合物中作为关键支架出现。在过去的几十年中,采用炔丙醇作为合成子构建杂环骨架的通用方法的发展引起了合成化学家的极大关注。在这篇综述中,总结了炔丙醇与各种亲核试剂级联环化以构建杂环化合物的最新进展。根据亲核试剂的类型,这些反应可分为四类:1)涉及C-亲核试剂以捕获烯丙基碳正离子的反应;2)涉及O,S-亲核试剂的反应,以捕获烯丙基碳正离子;3)涉及N的反应 P-亲核试剂可捕获烯基碳正离子;4)涉及卤代亲核试剂的捕获烯丙基碳正离子的反应。
更新日期:2020-11-17
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