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天然埃洛石纳米管作为斯特雷克反应中的高效催化剂:无溶剂条件下α-氨基腈的合成

Natural halloysite nanotubes as an efficient catalyst in strecker reaction: the synthesis of α-amino nitriles under solvent-free conditions.

作者信息

Mousavi-Mashhadi Seyed Ali, Shiri Ali

机构信息

Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad, Mashhad, Iran.

出版信息

Mol Divers. 2023 Apr;27(2):919-929. doi: 10.1007/s11030-022-10479-5. Epub 2022 Jul 8.

Abstract

In this work, a green and cost-effective method based on halloysite as natural catalyst for the synthesis of α-amino nitriles via Strecker three-component reaction is introduced. The chemical and physical structure of natural halloysite has characterized thoroughly, and then the effect of different parameters such as the amount of catalyst, solvent, and temperature was optimized in the synthesis of 2-phenyl-2-(phenylamino)acetonitrile as the model reaction. Then, various substituted benzaldehydes and anilines were converted to the desired α-amino nitriles under the optimized conditions. Electronic properties of substituents on aldehydes and aromatic amines have been affected the reaction efficiency. For all substrates, good to excellent yields of the corresponding α-amino nitriles were obtained under solvent-free conditions at room temperature. The catalyst has been recovered and reused five times in successive Strecker reaction.

摘要

在本工作中,介绍了一种基于埃洛石作为天然催化剂,通过斯特雷克三组分反应合成α-氨基腈的绿色且经济高效的方法。对天然埃洛石的化学和物理结构进行了全面表征,然后在以2-苯基-2-(苯基氨基)乙腈为模型反应的合成中,对催化剂用量、溶剂和温度等不同参数的影响进行了优化。然后,在优化条件下将各种取代苯甲醛和苯胺转化为所需的α-氨基腈。醛和芳香胺上取代基的电子性质影响了反应效率。对于所有底物,在无溶剂条件下于室温下获得了相应α-氨基腈的良好至优异产率。该催化剂在连续的斯特雷克反应中已回收并重复使用了五次。

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