Abstract

We report a fast, safe, and efficient procedure for the synthesis of phosphorylated derivatives of piperazines through a multicomponent reaction (MCR) strategy. Our key reagents were the piperazines 1-(2-methoxyphenyl) piperazine and 3-(4- (2-methoxyphenyl) piperazin-1-yl) propan-1-amine which reacted with five different phosphorous chlorides. A total of ten new derivatives were obtained, all confirmed by NMR spectroscopy (¹H, ¹³C, and ³¹P) and mass spectrometry. Then, the reactivity profile of our new compounds was characterized through the new theoretical framework of the Local Electronic Temperature of Atoms in Molecules (LT-AIMs), from which we identified the most reactive sites of each of our derivatives. Furthermore, some of the quantities defined within this context were used to reproduce trends observed in our NMR records. A brief discussion about the advantages of performing a combined experimental and theoretical chemical characterization of recently synthesized compounds is also presented, particularly for those compounds with potential therapeutic features.

摘要

我们报告了一种通过多组分反应（MCR）策略快速、安全、高效合成哌嗪磷酸化衍生物的方法。我们的关键试剂是哌嗪1-(2-甲氧基苯基)哌嗪和3-(4-(2-甲氧基苯基)哌嗪-1-基)丙-1-胺，它们与五种不同的氯化磷反应。总共获得了10个新衍生物，均通过NMR波谱证实（¹ H、¹³ C和³¹P) 和质谱。然后，我们的新化合物的反应性特征通过分子中原子局域电子温度（LT-AIM）的新理论框架进行了表征，从中我们确定了每种衍生物的最具反应性的位点。此外，在此背景下定义的一些量用于重现我们的 NMR 记录中观察到的趋势。还简要讨论了对最近合成的化合物进行组合实验和理论化学表征的优点，特别是对于那些具有潜在治疗特性的化合物。