一锅法合成芳香四脒大环。
One-pot formation of aromatic tetraurea macrocycles.
机构信息
College of Chemistry, Beijing Normal University , Beijing 100875, China, National Institutes for Food and Drug Control of China , Beijing 100050, China, and Department of Chemistry, University at Buffalo , State University of New York, Buffalo, New York 14260, United States.
出版信息
Org Lett. 2012 May 18;14(10):2504-7. doi: 10.1021/ol300684j. Epub 2012 May 4.
Treating derivatives of m-phenylenediamine having different electron-richness and reactivities with triphosgene in the presence of triethylamine led to aromatic tetraurea macrocycles in high yields. Factors important for efficiently forming these macrocycles include the molar ratio (2:1) between the diamine and triphosgene, reaction temperature (-75 °C), and solvent (CH2Cl2). By controlling the order and rate for adding diamines, tetraurea macrocycles consisting of two different types of monomeric residues have also been obtained in high yields.
用三乙胺处理具有不同电子丰度和反应活性的间苯二胺与三光气的衍生物，在高收率下得到芳族四脒大环。对于有效地形成这些大环，重要的因素包括二胺和三光气之间的摩尔比（2:1）、反应温度（-75°C）和溶剂（CH2Cl2）。通过控制二胺的添加顺序和速率，也以高产率得到了由两种不同类型单体残基组成的四脒大环。
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