Published as part of the Bürgenstock Special Section 2017 Future Stars in Organic Chemistry

Abstract

We report the palladium-catalyzed introduction of the di­fluoromethylposphonate unit onto aryl and heteroaryl iodides under mild conditions. Using the CuCF₂PO(OEt)₂ species generated in situ, the method allows the functionalization of various otherwise reluctant substrates. In addition, this reaction permits the formation of CF₂PO(OEt)₂-containing heterocycles, an important class of compounds. This process broadens the current toolbox of methods available to construct CF₂PO(OEt)₂-containing molecules.

We report the palladium-catalyzed introduction of the di­fluoromethylposphonate unit onto aryl and heteroaryl iodides under mild conditions. Using the CuCF₂PO(OEt)₂ species generated in situ, the method allows the functionalization of various otherwise reluctant substrates. In addition, this reaction permits the formation of CF₂PO(OEt)₂-containing heterocycles, an important class of compounds. This process broadens the current toolbox of methods available to construct CF₂PO(OEt)₂-containing molecules.

中文翻译：

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钯催化合成芳基和杂芳基二氟甲基化的膦酸酯

作为Bürgenstock专栏2017年有机化学中的未来之星的一部分发布

抽象的

我们报告在温和的条件下，钯催化将二氟甲基磺酸酯单元引入到芳基和杂芳基碘上。使用原位生成的CuCF ₂ PO（OEt）₂物种，该方法可以对各种原本不愿接受的底物进行功能化。另外，该反应允许形成含CF ₂ PO（OEt）₂的杂环，这是一类重要的化合物。该过程拓宽了目前可用于构建含CF ₂ PO（OEt）₂分子的方法的工具箱。

我们报告在温和的条件下，钯催化将二氟甲基磺酸酯单元引入到芳基和杂芳基碘上。使用原位生成的CuCF ₂ PO（OEt）₂物种，该方法可以对各种原本不愿接受的底物进行功能化。另外，该反应允许形成含CF ₂ PO（OEt）₂的杂环，这是一类重要的化合物。该过程拓宽了目前可用于构建含CF ₂ PO（OEt）₂分子的方法的工具箱。