A novel and facile copper-catalyzed phosphorothiolation and seleno(telluro)phosphorylation of vinylsulfonium salts with P(III)-nucleophiles for constructing C–Z–P(V) bonds (Z = S, Se, Te) by activating selenium, tellurium and sulfur powder in situ has been established. The phosphorylation process in this system may involve the Michaelis–Arbuzov rearrangement as the initial step. Vinylsulfonium salts with various substituents and different types of P(III)-nucleophiles demonstrated excellent substrate suitability, resulting in the synthesis of the expected products with moderate to good yields. The model reaction is readily scalable to gram-level experiments under optimized conditions. Additionally, a possible mechanism for this transformation was proposed based on insights gained from stepwise control experiments and ³¹P NMR tracking experiments. To the best of our knowledge, this is the first method to activate inorganic tellurium in situ using a phosphorylation source to form P–Te bonds directly. The P–Te compounds synthesized via this method exhibit superior activity against methicillin-resistant Staphylococcus aureus (MRSA).

中文翻译：

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通过插入元素硫/硒/碲，乙烯基磺盐与亲核试剂进行铜催化的磷酸硫醇化/硒（碲）磷酸化


已经建立了一种新颖而简单的铜催化的乙烯基磺盐与 P（III）-亲核试剂的磷酸硫醇化和硒（碲）磷酸化，用于通过原位活化硒、碲和硫粉末构建 C-Z-P（V） 键 （Z = S， Se， Te）。该系统中的磷酸化过程可能涉及 Michaelis-Arbuzov 重排作为初始步骤。具有各种取代基和不同类型的 P（III）-亲核试剂的乙烯基磺盐表现出优异的底物适应性，从而以中等至良好的产率合成预期产物。在优化条件下，模型反应很容易扩展到克级实验。此外，根据从逐步对照实验和 ³¹P NMR 跟踪实验中获得的见解，提出了这种转化的可能机制。据我们所知，这是第一种使用磷酸化源原位激活无机碲直接形成 P-Te 键的方法。通过该方法合成的 P-Te 化合物对耐甲氧西林金黄色葡萄球菌 （MRSA） 表现出优异的活性。