膦亚胺叶立德是一类极其重要的有机膦试剂,在有机合成中通常被用作合成中间体和小分子催化剂.膦亚胺叶立德的合成主要是通过Staudinger反应来实现.醌类化合物具有良好的生理活性和独特的氧化还原性质,近年来,其官能化的研究取得了丰富的成果,但关于含有膦亚胺基团的醌类化合物的构建的研究较少.以1,4-醌类化合物为原料,经过3 步反应,以中等到良好的总收率(56%～78%)得到了 5 种 2-三苯基膦亚胺叶立德-1,4-醌类衍生物(4a～4e),其中化合物 4b～4e为新型化合物,所有产物经1 H NMR,13 C NMR,31 P NMR和HR-MS(ESI)确证和表征.
Synthesis of 2-Phosphoranylidenamino-1,4-quinone Derivatives
Phosphinimides,a class of important organic phosphine reagents,are usually used as syn-thetic intermediates and small molecule catalysts in organic synthesis which were mainly synthesized by Staudinger reaction.Quinones have attracted the attention of researchers because of their good biologi-cal activities and unique redox properties.In recent years,the functionalization of quinones has a-chieved a series of results,but there are several reports on the construction of quinones containing phosphinimide groups.This paper reported that synthetic route of 2-phosphoranylidenamino-1,4-qui-nones was conducted with 1,4-quinones as starting materials via three steps.2-phosphoranylidenamino-1,4-quinone derivatives(4a～4e)were obtained in moderate to good overall yields(56%～78%),among them,compounds 4b～4e are new compounds.The products were confirmed and characterized by 1 H NMR,13 C NMR,31 P NMR and HR-MS(ESI).
phosphinimide1,4-quinoneStaudinger reactionazide intermediateC—N bond forma-tionN—P bond formationsynthesis
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