Synthesis of novel dispiro-oxindoles via 1,3-dipolar cycloaddition reactions of azomethine ylides

被引：28
|
作者：
Al Mamari, Khalil [1 ]
Ennajih, Hamid [1 ,2 ]
Zouihri, Hafid [3 ]
Bouhfid, Rachid [2 ]
Ng, Seik Weng [4 ,5 ]
Essassi, El Mokhtar [1 ,2 ]
机构：
[1] Univ Mohammed V Agdal, Fac Sci, Lab Chim Organ Heterocycl, URAC 21, Rabat, Morocco
[2] ENSET, Inst Nanomat & Nanotechnol INANOTECH, MAScIR Moroccan Fdn Adv Sci Innovat & Res, Rabat 10100, Morocco
[3] CNRST, Labs Diffract Rayons X, Rabat, Morocco
[4] Univ Malaya, Dept Chem, Kuala Lumpur 50603, Malaysia
[5] King Abdulaziz Univ, Dept Chem, Jeddah 21413, Saudi Arabia
来源：
TETRAHEDRON LETTERS | 2012年 / 53卷 / 18期
关键词：
Isatin; L-proline; Azomethine ylide; 1,3-Dipolar cycloaddition; X-ray diffraction; DERIVATIVES; ALKALOIDS;
D O I：
10.1016/j.tetlet.2012.02.097
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The 1,3-dipolar cycloaddition of 1-allyl-5-haloisatin derivatives as dipolarophiles with the azomethine ylides generated in situ from N-allylisatin and L-proline to furnish novel dispiro-oxindoles has been investigated. The structures and relative stereochemistry of both types of cycloadducts were confirmed by single crystal X-ray diffraction, H-1 and C-13 NMR spectroscopy and mass spectrometry. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2328 / 2331
页数：4
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