Iodine catalyzed one-pot five-component reactions for direct synthesis of densely functionalized piperidines

Iodine catalyzed one-pot five-component reactions for direct synthesis of densely functionalized piperidines
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DOI:
10.1016/j.tet.2010.07.075
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发表时间:
2010-09-25
期刊:
影响因子:
2.1
通讯作者:
Bannuru, Kranthi K. R.
Bannuru, Kranthi K. R.
中科院分区:
化学3区
文献类型:
--
作者:
Khan, Abu T.;Khan, Md. Musawwer;Bannuru, Kranthi K. R.

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以分子碘为催化剂,采用一锅法合成了高官能度的哌啶类化合物。该策略证明了1,3-二羰基化合物,胺和芳香醛在甲醇中使用10摩尔%的碘在室温下的五组分反应。该方法提供了一种替代方法,使用三种容易获得的起始原料,以中等至良好的产率容易获得高度和完全取代的哌啶。值得注意的是,与现有方法相比,该方法温和、便宜、直接、适用于广泛的基底并且环境友好。合成和机制的研究在这里。(C)2010爱思唯尔有限公司版权所有。
A simple and convenient one-pot multicomponent reaction (MCR) has been developed for the synthesis of highly functionalized piperidines catalyzed by molecular iodine. This strategy demonstrated five-component reactions of 1,3-dicarbonyl compounds, amines and aromatic aldehydes in methanol using 10 mol % of iodine at room temperature. This methodology provides an alternative approach for easy access of highly and fully substituted piperidines in moderate to good yields using three readily available starting materials. Notably, this method is mild, cheap, straight forward, applicable to broad range of substrates and environmentally friendly as compared to the existing methods. Synthetic and mechanistic studies are presented here. (C) 2010 Elsevier Ltd. All rights reserved.