IBX works efficiently under solvent free conditions in ball milling
IBX works efficiently under solvent free conditions in ball milling
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DOI：
10.1039/c4ra00415a
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发表时间：
2014-01-01
期刊：
影响因子：
3.9
通讯作者：
Mal, Prasenjit
中科院分区：
文献类型：
--
作者：
Achar, Tapas Kumar;Maiti, Saikat;Mal, Prasenjit
IBX(2-碘氧基苯甲酸)是1893年发现的一种合成化学氧化剂，其高温爆炸性和在除DMSO外的常见有机溶剂中难溶，阻碍了IBX的广泛应用。自从1983年Dess-Martin Perodinane被发现以来，人们已经报道了几种改进的IBX系统。然而，在球磨条件下，IBX在常温、无溶剂条件下具有各种有机官能团。此外，反应产生的废IBA(2-碘苯甲酸)在接下来的步骤中用氧酮原位氧化成IBX，从而通过保持其效率而重复使用多次循环(仅相当于15次循环后6%的损失)。这项工作描述了一种非常经济的合成方法的概述，它克服了使用IBX的问题，有效地在克级和非爆炸性的方式。
IBX (2-iodoxybenzoic acid), discovered in 1893, is an oxidant in synthetic chemistry whose extensive use is impeded by its explosiveness at high temperature and poor solubility in common organic solvents except DMSO. Since the discovery of Dess-Martin Periodinane in 1983, several modified IBX systems have been reported. However, under ball milling conditions, IBX works efficiently with various organic functionalities at ambient temperature under solvent free conditions. Also, the waste IBA (2-iodosobenzoic acid) produced from the reactions was in situ oxidized to IBX in the following step using oxone and thus reused for multiple cycles by conserving its efficiency (only similar to 6% loss after 15 cycles). This work describes an overview of a highly economical synthetic methodology which overcomes the problems of using IBX, efficiently in gram scale and in a non-explosive way.