Solvent-free base-controlled addition reaction of H-phosphonates and H-phosphine oxides to α-CF3 styrenes: facile synthesis of β-CF3-substituted phosphonates and phosphine oxides,Organic & Biomolecular Chemistry

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Solvent-free base-controlled addition reaction of H-phosphonates and H-phosphine oxides to α-CF3 styrenes: facile synthesis of β-CF3-substituted phosphonates and phosphine oxides
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2023-05-30 , DOI: 10.1039/d3ob00681f
Qianding Zeng ₁ , Ying Liu ₁ , Jingjing He ₁ , Yupian Deng ₁ , Pai Zheng ₁ , Zhudi Sun ₁ , Song Cao _{1,

2}

Affiliation

A practical and efficient solvent-free synthesis of β-trifluoromethyl-substituted phosphonates and phosphine oxides via hydrophosphonylation and hydrophosphinylation of α-(trifluoromethyl)styrenes with H-phosphonates and H-phosphine oxides, respectively, was developed. The reaction proceeded smoothly within 2 h at room temperature without the cleavage of the rather fragile C–F bond in α-(trifluoromethyl)styrenes and afforded a wide variety of structurally diverse and valuable β-trifluoromethyl-containing phosphonates and phosphine oxides in moderate to good yields. This protocol features mild conditions, wide substrate scope, simple manipulation, and excellent functional group compatibility.

中文翻译：

H-膦酸酯和 H-氧化膦与 α-CF3 苯乙烯的无溶剂碱控制加成反应：轻松合成 β-CF3 取代的膦酸酯和氧化膦

通过分别用H-膦酸酯和H-氧化膦对α-(三氟甲基)苯乙烯进行氢膦酰化和氢膦酰化，开发了一种实用且高效的无溶剂合成β-三氟甲基取代的膦酸酯和氧化膦的方法。该反应在室温下 2 小时内顺利进行，α-(三氟甲基)苯乙烯中相当脆弱的 C-F 键没有断裂，并以中等至中等的速度提供了多种结构多样且有价值的含 β-三氟甲基的膦酸酯和氧化膦。良好的产量。该方案具有条件温和、底物范围广、操作简单、官能团兼容性好的特点。

更新日期：2023-05-30

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