Regio- and Stereoselective Multicomponent Synthesis of Novel Chromeno-Annulated Pyrrolizine and Thiazolizine Scaffolds via 1,3-Dipolar Cycloaddition Reactions

被引:1
|
作者
Karmakar, Rajiv [1 ]
Mukhopadhyay, Chhanda [1 ]
机构
[1] Univ Calcutta, Dept Chem, 92 APC Rd, Kolkata 700009, India
来源
CHEMISTRYSELECT | 2018年 / 3卷 / 30期
关键词
azomethine ylides; zwitterion; 1,3 dipolar cycloaddition reaction; chromenopyrrolizine; chromenothiazolizines; HYDRANGEAE-DULCIS FOLIUM; HYDROAMINATION; PYRROLIDINES; INHIBITOR; AMINES;
D O I
10.1002/slct.201801533
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient protocol for the construction of chromeno annulated pyrrolizine and thiazolizines derivatives through an in-situ formation of an azomethine ylides and zwitterionic intermediate followed by 1,3-dipolar cycloaddition reaction is described. This novel one-pot reaction paves the way for the successful assembly of salicaldehydes, dialkyl acetylenedicarboxylates and L-proline or thiazolidine-4-carboxylic acid in the presence of a basic catalyst. This domino process affords polycyclic chromeno annulated pyrrolizines and chromenothiazolizines in good yields.
引用
收藏
页码:8581 / 8586
页数:6
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