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钯催化硫酰氟介导的酚的一锅法磷酸化反应。

Palladium-catalyzed one-pot phosphorylation of phenols mediated by sulfuryl fluoride.

机构信息

Shanghai Institute for Advanced Immunochemical Studies, ShanghaiTech University, Shanghai, 201210, China.

College of Pharmaceutical Science, and Institute of Drug Development & Chemical Biology, Zhejiang University of Technology, Hangzhou, 310014, China.

出版信息

Chem Commun (Camb). 2021 May 6;57(37):4588-4591. doi: 10.1039/d1cc00769f.

Abstract

We report a general palladium-catalyzed one-pot procedure for the synthesis of phosphonates, phosphinates and phosphine oxides from phenols mediated by sulfuryl fluoride. It features mild conditions, broad substrate scope, high functionality tolerance and water insensitivity. The utility of this procedure has been well demonstrated by gram-scale synthesis, sequential synthesis of click chemistry building blocks, late-stage decoration of drugs and natural products and on-DNA synthesis of phosphine oxide for a DNA-encoded library (DEL).

摘要

我们报道了一种通用的钯催化一锅法,通过磺酰氟介导,从酚合成膦酸酯、膦酸酯和氧化膦。该方法具有条件温和、底物范围广、官能团容忍度高、对水不敏感等特点。该方法的实用性已通过克级合成、点击化学砌块的顺序合成、药物和天然产物的后期修饰以及用于 DNA 编码文库 (DEL) 的 DNA 上氧化膦的合成得到了很好的证明。

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