Four-Component Regio- and Diastereoselective Synthesis of Pyrrolizidines Incorporating Spiro-Oxindole/Indanedione via 1,3-Dipolar Cycloaddition Reaction of Azomethine Ylides

被引：18
作者：
Alizadeh, Abdolali [1 ]
Roosta, Atefeh [1 ]
Halvagar, Mohammadreza [2 ]
机构：
[1] Tarbiat Modares Univ, Dept Chem, POB 14115-175, Tehran, Iran
[2] Chem & Chem Engn Res Ctr Iran, Pajohesh Blvd,17th Km Tehran Karaj Highway, Tehran 1496813151, Iran
来源：
CHEMISTRYSELECT | 2019年 / 4卷 / 01期
关键词：
azomethine ylides; 2-chloroquinoline-3-carbaldehyde; diastereoselective; four-component 1,3-dipolar cycloaddition reaction; isatin; L-proline; ninhydrine; 4-oxo-4H-chromene-3-carbaldehyde; 1-phenyl-2-(1,1,1-triphenyl-lambda(5)-phosphanylidene)ethan-1-one; regioselective; spiro-indanedionepyrrolizidine; spiro-oxindolopyrrolizidine; STRUCTURE-BASED DESIGN; ONE-POT; QUINOLINE; SPIROOXINDOLES; QUINAZOLINE; INHIBITORS; EFFICIENT;
D O I：
10.1002/slct.201803418
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The present investigation reports an easy regio- and diastereoselective access to a library of diverse polycyclic pyrrolizidine fused spiro-1,3-indandione/oxindole derivatives through a one-pot sequential four-component reactions of 4-oxo-4H-chromene-3-carbaldehyde/2-chloroquinoline-3-carbaldehyde, 1-phenyl-2-(1,1,1-triphenyl-lambda(5)-phosphanylidene)ethan-1-one, ninhydrin or isatin, and L-proline in EtOH at room temperature. This protocol features excellent chemical yields, high diastereoselectivity and operational simplicity.
引用
收藏
页码：71 / 74
页数：4
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