串联反应制备多取代吡咯并喹啉衍生物
Cascade Route to Multisubstituted Pyrroloquinoline Derivatives
吡咯并喹啉结构广泛存在于多种具有生物活性的天然产物和药物中，本文利用Michael/Mannich串联反应，高非对映选择性地合成了具有四个手性中心的多取代吡咯并喹啉衍生物。该串联方法包括醛与伯胺的缩合反应、Michael加成反应、Mannich反应、水解缩合反应，可快速构建三元并环的吡咯并喹啉结构。具有操作简单，条件温和，绿色安全，底物适用性良好等优点。
In this paper, a series of multisubstituted pyrroloquinoline derivatives were synthesized through Michael/Mannich cascade reaction. There exists four chiral centers in the pyrroloquinoline derivatives, and the diastereoselectivity is greater than 20:1. This kind of cascade involves condensation between aldehyde and amine, Michael addition, Mannich reaction, hydrolysis/condensation, which constructs three-membered fused ring. This method possesses features of simplified operations, mild reaction conditions, safe and environmentally friendly operation and wide substrate scope.
张良东、刘盛蜀、管晓渝、马学兵、刘章琴
生物化学化学制药化学工业
有机化学非对映选择性串联反应吡咯并喹啉衍生物
organic chemistrydiastereoselectivitycascade reactionpyrroloquinoline derivatives
张良东,刘盛蜀,管晓渝,马学兵,刘章琴.串联反应制备多取代吡咯并喹啉衍生物[EB/OL].(2017-05-22)[2025-08-23].http://www.paper.edu.cn/releasepaper/content/201705-1228.点此复制
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