通过Ugi型三组分反应实现可见光介导的N-芳基-1,2,3,4-四氢异喹啉的sp(3) C-H键官能化
Visible light mediated sp(3) C-H bond functionalization of N-aryl-1,2,3,4-tetrahydroisoquinolines via Ugi-type three-component reaction.
作者信息
Chen Yunyun, Feng Gaofeng
机构信息
Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, Shaoxing University, Shaoxing, 312000, People's Republic of China.
出版信息
Org Biomol Chem. 2015 Apr 14;13(14):4260-5. doi: 10.1039/c5ob00201j. Epub 2015 Mar 10.
An efficient and high yield process for sp(3) C-H bond functionalization of N-aryl-1,2,3,4-tetrahydroisoquinolines is disclosed. This involves a visible light mediated photoredox Ugi-type reaction with carboxylic acids and isonitriles under aerobic conditions, employing Ru(bpy)3Cl2 as a photoredox catalyst and CH3CN as the solvent. CH3CN was found to be crucial for the process, and good to excellent yields were achieved for a wide variety of N-aryl-1,2,3,4-tetrahydroisoquinolines, carboxylic acids, and isonitriles. The developed methodology is attractive for the synthesis of a library of 1,2,3,4-tetrahydroisoquinolines.
公开了一种用于N-芳基-1,2,3,4-四氢异喹啉的sp(3)C-H键官能化的高效高产率方法。这涉及在有氧条件下，以Ru(bpy)3Cl2作为光氧化还原催化剂，CH3CN作为溶剂，与羧酸和异腈进行可见光介导的光氧化还原Ugi型反应。发现CH3CN对该过程至关重要，对于多种N-芳基-1,2,3,4-四氢异喹啉、羧酸和异腈，均实现了良好至优异的产率。所开发的方法对于合成1,2,3,4-四氢异喹啉文库具有吸引力。
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