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Nitrile stabilized synthesis of pyrrolidine and piperidine derivatives via tandem alkynyl aza-Prins–Ritter reactions
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2023-12-14 , DOI: 10.1039/d3ob01764h
Sudip Shit 1 , Chinmayee Choudhury 1 , Anil K Saikia 1
Affiliation  

An efficient methodology for the synthesis of N-(pyrrolidine-3-ylidenemethyl)acetamides mediated by triflic acid in good yields with separable Z/E isomers within a short reaction time has been demonstrated. The reaction involves the initial formation of the pyrrolidin-3-ylidenemethylium carbocation via the Prins cyclization reaction followed by the Ritter reaction to produce N-(pyrrolidine-3-ylidenemethyl)acetamides. This methodology is also used for the synthesis of their piperidine derivatives.

中文翻译:


通过串联炔基氮杂-Prins-Ritter反应进行腈稳定合成吡咯烷和哌啶衍生物



已经证明了一种在短反应时间内以三氟甲磺酸介导合成N- (吡咯烷-3-亚基甲基)乙酰胺的有效方法,该方法具有良好的产率和可分离的Z / E异构体。该反应涉及通过Prins 环化反应初步形成吡咯烷-3-亚基甲基鎓碳阳离子,然后进行 Ritter 反应生成N- (吡咯烷-3-亚基甲基)乙酰胺。该方法也用于合成其哌啶衍生物。
更新日期:2023-12-14
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