One-pot synthesis of spiropyrrolidine-pyrrolo[2,3-b]quinoline derivatives via metal-free post-Ugi bis-annulation reactions

被引：2
|
作者：
Fallahnezhad, Maryam [1 ]
Ghandi, Mehdi [1 ]
Abbasi, Alireza [1 ]
机构：
[1] Univ Tehran, Coll Sci, Sch Chem, Tehran, Iran
来源：
CHEMISTRYSELECT | 2023年 / 8卷 / 26期
关键词：
Bis-annulation; Michael addition; Spirocyclic systems; Post-Ugi reaction; Substitition nucleophilic reaction; MULTICOMPONENT REACTIONS; PYRROLOQUINOLINES; TRANSFORMATIONS; SCAFFOLDS;
D O I：
10.1002/slct.202301800
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Synthesis of a diastereomeric mixture of new spiropyrrolidine-pyrrolo[2,3-b]quinoline derivatives by utilizing post-Ugi reaction is described. The Ugi-adducts obtained via a four-component reaction (4CR) of 2-chloroquinoline-3-carbaldehydes, amines, coumarin-3-carboxylic acids and isocyanides underwent KOtBu-promoted intramolecular bis-annulations followed by coumarin ring opening. This array allowed to assemble spiro-& gamma;-lactam-pyrrolo[2,3-b]quinoline scaffolds in moderate to good yields.
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页数：10
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