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水中杂芳胺的新型温和碱催化曼尼希反应:微波加热下β-氨基酮的高效立体选择性合成

A new mild base-catalyzed Mannich reaction of hetero-arylamines in water: highly efficient stereoselective synthesis of beta-aminoketones under microwave heating.

作者信息

Hao Wen-Juan, Jiang Bo, Tu Shu-Jiang, Cao Xu-Dong, Wu Shan-Shan, Yan Shu, Zhang Xiao-Hong, Han Zheng-Guo, Shi Feng

机构信息

School of Chemistry and Chemical Engineering, Xuzhou Normal University, Jiangsu, PR China.

出版信息

Org Biomol Chem. 2009 Apr 7;7(7):1410-4. doi: 10.1039/b819763f. Epub 2009 Feb 24.

Abstract

A new mild base-catalyzed Mannich reaction of aromatic aldehydes with 1,2-diphenylethanone and hetero-arylamines including pyridin-2-amine and pyrimidin-2-amine is described. In this reaction, a series of new beta-aminoketones were stereoselectively synthesized in water by controlling the steric hindrance of the substrates under microwave heating. This method has the advantages of a short synthetic route, operational simplicity, increased safety for small-scale high-speed synthesis, and minimal environmental impact.

摘要

描述了一种新型的温和碱催化的芳香醛与1,2-二苯乙酮以及包括2-氨基吡啶和2-氨基嘧啶在内的杂芳胺的曼尼希反应。在该反应中,通过在微波加热下控制底物的空间位阻,在水中立体选择性地合成了一系列新的β-氨基酮。该方法具有合成路线短、操作简单、小规模高速合成安全性提高以及对环境影响最小等优点。

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