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Synthesis of Cyanide‐Functionalized Imidazo[1,5‐a]quinolines via Copper‐Mediated Aerobic Three‐Component Cyclizations
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2018-11-14 , DOI: 10.1002/adsc.201801060
Cheng-Tao Feng 1 , Hong-Juan Wei 1 , Jing Li 1 , Ya Peng 1 , Kun Xu 2
Affiliation  

A three‐component cyclization of 2‐methylquinolines, trimethylsilyl cyanide, and alkylamines or α‐amino acids mediated by CuSO4 was developed. By employing oxygen as the clean oxidant, cyanated imidazo[1,5‐a]quinolines were constructed with high efficiency for the first time. The loading of CuSO4 could be lowered to 20 mol% with a slightly diminished yield. The synthetic utility of this method is further highlighted by the gram‐scale synthesis and tolerance of sensitive functional group.

中文翻译:

铜介导的好氧三组分环化反应合成氰化物官能化的咪唑并[1,5-a]喹啉

开发了由CuSO 4介导的2-甲基喹啉,三甲基甲硅烷基氰化物和烷基胺或α-氨基酸的三组分环化反应。通过使用氧气作为清洁氧化剂,首次高效率构建了氰化咪唑并[1,5-a]喹啉。CuSO 4的载量可以降低到20摩尔%,收率略有下降。克级合成和敏感官能团的耐受性进一步突出了该方法的合成效用。
更新日期:2018-11-14
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