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Divergent Synthesis of Quinoline Derivatives via [5+1] Annulation of 2‐Isocyanochalcones with Nitroalkanes
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2018-04-06 , DOI: 10.1002/adsc.201800152
Lan Bao 1, 2 , Jinglin Liu 1 , Liang Xu 1 , Zhongyan Hu 2 , Xianxiu Xu 2
Affiliation  

An unprecedented substrate‐dependent [5+1] annulation of 2‐isocyanochalcones with nitroalkanes was developed for the efficient synthesis of functionalized quinolines and 3‐nitrodihydroquinolines. This transformation delivers both the aromatic and dihydroquinolines by selectively elimination or retention of the nitro group. Moreover, 3‐nitroquinolines and tricyclic pyrrolo[2,3‐c]quinolines were conveniently constructed from the resulting 3‐nitrodihydroquinolines through a single operation, respectively.

中文翻译:

通过[5 + 1]与异烷烃环合2-异氰基邻苯二甲酸环合成喹啉衍生物

为有效合成官能化的喹啉和3-硝基二氢喹啉,开发了前所未有的依赖于底物的2-异氰基邻苯二酚与硝基链烷环化的技术,该方法可有效合成官能化喹啉和3-硝基二氢喹啉。该转化通过选择性地消除或保留硝基而同时递送芳族和二氢喹啉。此外,分别通过一次操作就可以从生成的3-硝基二氢喹啉中方便地构建3-硝基喹啉和三环吡咯并[2,3- c ]喹啉。
更新日期:2018-04-06
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