Chemoselective and scalable preparation of alkyl tosylates under solvent-free conditions
Chemoselective and scalable preparation of alkyl tosylates under solvent-free conditions
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DOI：
10.1016/j.tet.2007.03.083
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发表时间：
2007-06-04
期刊：
影响因子：
2.1
通讯作者：
Javaherian, Mohammad
中科院分区：
文献类型：
--
作者：
Kazemi, Foad;Massah, Ahmad R.;Javaherian, Mohammad
已报道了使用两种程序（A和13）的用于醇的有效甲苯磺酰化的改进方法。程序A：甲醇、乙醇、苄醇和有价值的乙二醇可以使用碳酸钾作为固体碱以非常快速、简单和有效的研磨方法转化为它们相应的烷基甲苯磺酸酯。其它伯醇和仲醇需要向反应混合物中加入氢氧化钾（步骤B）。这两种方法都具有较高的甲苯磺酰化选择性。即使在100 mmol的底物中，在该方法中也发现了放大能力。本发明方法是使用甲苯磺酰氯的固态甲苯磺酰化的实例，并且由于无溶剂条件而成为绿色化学方法。(c)2007爱思唯尔有限公司保留所有权利。
The improved method for the efficient tosylation of alcohols has been reported using two procedures (A and 13). Procedure A: methanol, ethanol, benzyl alcohols, and valuable ethylene glycols can be converted into their corresponding alkyl tosylates in very fast, simple, and efficient grinding method using potassium carbonate as solid base. Other primary and secondary alcohols need to add potassium hydroxide to reaction mixture (procedure B). High selectivity of tosylation was observed for these two procedures. Scale up ability was found in this method even in 100 mmol of substrate. The present method is the example of solid-state tosylation using tosyl chloride, and is a green chemical process due to solvent-free conditions. (c) 2007 Elsevier Ltd. All rights reserved.