Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.
BK 21 Plus Project, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.
J Org Chem. 2020 Dec 4;85(23):15314-15324. doi: 10.1021/acs.joc.0c02145. Epub 2020 Oct 29.
Herein, we describe novel iron-catalyzed transfer hydrogenation between alcohols and 1-(2-nitrophenyl)pyrroles for the synthesis of pyrrolo[1,2-α]quinoxalines. The tricarbonyl (η-cyclopentadienone) iron complex catalyzed the oxidation of alcohols and the reduction of nitroarenes, and the corresponding aldehydes and aniline were generated . The resulting Pictet-Spengler-type annulation/oxidation completed the quinoxaline structure formation. The protocol tolerated various kinds of functional groups and provided 29 samples of 4-substituted pyrrolo[1,2-α]quinoxalines. The developed method was also applied for the synthesis of additional polyheterocycles.
在此，我们描述了一种新型的铁催化醇和 1-(2-硝基苯基)吡咯之间的转移氢化反应，用于合成吡咯并[1,2-α]喹喔啉。三羰基（η-环戊二烯酮）铁配合物催化醇的氧化和硝基芳烃的还原，生成相应的醛和苯胺。随后发生的Pictet-Spengler 型环化/氧化反应完成了喹喔啉结构的形成。该反应方案容忍各种官能团，并提供了 29 个 4-取代吡咯并[1,2-α]喹喔啉样品。所开发的方法还可用于合成其他多杂环化合物。
