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3-Bromo-2-Pyrone: An Alternative and Convenient Route to Functionalized Phosphinines

机译:3-溴-2-吡喃酮:功能化膦的另一种便捷途径

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摘要

The facile access to 3-bromo-2-pyrone allows the preparation of 6-bromo-2-trimethylsilyl-phosphinine by a [4+2] cycloaddition with Me3Si-C equivalent to P for the first time. The regioselectivity of this reaction could be verified by means of single crystal X-ray diffraction of the corresponding W-0 complex. In the presence of ZnBr2 and dppp (1,3-bis(diphenylphosphino) propane) as a bidentate ligand, the bromophosphinine quantitatively undergoes a Negishi cross-coupling reaction with PhLi that selectively leads to 6-phenyl-2-trimethylsilyl-phosphinine. This heterocycle could again be characterized by means of X-ray diffraction as a W-0 complex. These results describe a new and convenient route to 2,6-disubstituted phosphinines that makes use of readily available starting materials.
机译:方便地使用3-溴-2-吡喃酮允许通过[4 + 2]环加成制备MemSiSi-C相当于P的6-溴-2-三甲基甲硅烷基膦。该反应的区域选择性可以通过相应的W-0配合物的单晶X射线衍射来证实。在作为二齿配体的ZnBr2和dppp(1,3-双(二苯基膦基)丙烷)的存在下,溴膦碱与PhLi定量地发生Negishi交叉偶联反应,选择性地产生6-苯基-2-三甲基甲硅烷基膦碱。该杂环可以再次通过X射线衍射表征为W-0络合物。这些结果描述了利用容易获得的起始原料制备2,6-二取代的膦亚胺的新的和方便的途径。

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