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通过对钯催化的不同次膦酸衍生物芳基偶联反应的深入探索,发现在Pd(OAc)2作催化剂,Ag2CO3作氧化剂,对苯醌(BQ)作添加剂的反应条件下,可以高效地实现芳基次膦酰胺邻位C—H键的直接芳基化。机理研究表明,芳基次膦酰胺邻位C—H键活化芳基偶联反应经历了Pd(0)到Pd(Ⅱ)的催化循环。在对偶联产物衍生化的研究过程中,发现芳基次膦酰胺化合物可以高效地转化为芳基次膦酸酯和芳基膦化氢,收率分别为98%和82%。因此,本文报道的实验结果可以为多芳基膦化合物的合成提供一个新的方法。
Through further research on aryl-coupling reaction of different phosphinic acid derivatives catalyzed by palladium, we found that under the reaction conditions of Pd (OAc) 2 as catalyst, Ag2CO3 as oxidant and benzoquinone (BQ) as additive, Direct arylation of the ortho-C-H bond of the arylphosphinic amide is achieved. Mechanistic studies have shown that the aryl-coupling reaction of the ortho-C-H bond of the arylphosphoramidites undergoes a catalytic cycle of Pd (0) to Pd (II). In the course of the research on the derivatization of coupling products, arylphosphinic amide compounds were found to be efficiently converted to arylphosphinates and arylphosphonates in yields of 98% and 82%, respectively. Therefore, the experimental results reported in this paper can provide a new method for the synthesis of polyarylphosphine compounds.