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一类新型糖基醚连接的双螺环[吲哚啉-吡咯烷] /[吡咯里嗪]通过亚胺叶立德的[3+2]-环加成反应得到。

A novel class of sugar-based ether-linked-dispirooxindolo-pyrrolidines/pyrrolizidines through [3+2]-cycloaddition of azomethine ylides.

机构信息

Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai 600 025, India.

出版信息

Carbohydr Res. 2012 May 1;352:12-7. doi: 10.1016/j.carres.2012.01.023. Epub 2012 Feb 4.

Abstract

An efficient one-pot synthesis of novel sugar based dispirooxindolo-pyrrolidines/pyrrolizidines has been accomplished by a [3+2]-cycloaddition. This method utilizes an azomethine ylide derived from isatin and sarcosine/l-proline, with an ether linked α-,β-unsaturated-β-C-glycosidic ketones as the dipolarophile. All these sugar-based heterocyclics were characterized by NMR ((1)H and (13)C) and elemental analysis. Antimicrobial studies of sugar based dispiroheterocyclic compound 10 shows excellent activity against different microbes.

摘要

通过[3+2]-环加成反应,高效地一锅合成了新型糖基双螺[吲哚啉-吡咯烷] / 吡咯里西啶。该方法利用色胺和肌氨酸/ L-脯氨酸衍生的亚甲胺叶立德,与醚键连接的α,β-不饱和-β-C-糖基酮作为偶极子。所有这些基于糖的杂环均通过 NMR((1)H 和 (13)C)和元素分析进行了表征。糖基双螺杂环化合物 10 的抗菌研究显示出对不同微生物的优异活性。

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