摘要/Abstract

磷酰胺是天然产物和生物活性分子中常见结构, 也是合成化学中重要的中间体. 报道了一种直接、简单、高效且相对绿色的过渡金属铱催化的C—H键胺基化反应, 以弱配位的苯甲酰胺类化合物和磷酰叠氮化合物分别为反应底物和胺基化试剂, 在离子液体中实现了目标转化, 得到中等到优良的分离产率, 表现出良好的官能团耐受性和较高的区域选择性, 并提出了反应的可能机理. 该催化体系的建立丰富了磷酰胺的合成途径, 拓展了离子液体类绿色介质在C—H键官能化中的应用.
关键词: 过渡金属, 离子液体, 碳氢活化, 胺基化, 区域选择性, 磷酰叠氮
Phosphoramides are common structures in natural products and bioactive molecules. Additionally, they are also important intermediates in synthetic chemistry. In this paper, a direct, simple, efficient and relatively greener transition metal iridium catalyzed C—H bond amidation was reported. The target conversion was achieved in ionic liquids using weakly coordinated benzamides and phosphoryl azides as substrates and amidation reagents, respectively. Moderate to excellent isolated yields were obtained, showing good functional group tolerance and high regioselectivity. Furthermore, a possible mechanism of the reaction was proposed. The establishment of the catalytic system enriches the synthesis protocols of phosphoramides and extends the application of ionic liquids as green media in the C—H bond functionalization.
Key words: transition metal, ionic liquids, hydrocarbon activation, amidation, regioselectivity, phosphoryl azid


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