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钯催化次磷酸钠的直接二芳基化反应实现了二芳基膦酸酯的合成。

Pd-Catalyzed Direct Diarylation of Sodium Hypophosphite Enables the Synthesis of Diarylphosphonates.

作者信息

Yang Jin, Qian Dangwei, Wang Gangwei, Yang Shangdong

机构信息

State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China.

State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, China.

出版信息

Molecules. 2025 Mar 31;30(7):1564. doi: 10.3390/molecules30071564.

DOI:10.3390/molecules30071564
PMID:40286184
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11990813/
Abstract

A facile and efficient method for synthesizing diarylphosphinates from alcohols and aryl halides, using stable, green, and readily available sodium hypophosphite as a phosphorus source, is disclosed herein for the first time. This method offers high-efficiency and excellent functional group tolerance, providing a straightforward approach to synthesizing a broad range of diarylphosphinates from green starting materials with moderate to excellent yields.

摘要

本文首次公开了一种简便高效的方法,该方法使用稳定、绿色且易于获得的次磷酸钠作为磷源,从醇类和芳基卤化物合成二芳基次膦酸酯。该方法具有高效性和出色的官能团耐受性,提供了一种直接的途径,能够以中等至优异的产率从绿色起始原料合成多种二芳基次膦酸酯。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c047/11990813/41aaf74f1bbe/molecules-30-01564-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c047/11990813/2b8b2a660f3a/molecules-30-01564-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c047/11990813/009f0a2d41f3/molecules-30-01564-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c047/11990813/4a8817292b76/molecules-30-01564-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c047/11990813/e135e37fc76e/molecules-30-01564-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c047/11990813/68797deed841/molecules-30-01564-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c047/11990813/41aaf74f1bbe/molecules-30-01564-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c047/11990813/2b8b2a660f3a/molecules-30-01564-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c047/11990813/009f0a2d41f3/molecules-30-01564-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c047/11990813/4a8817292b76/molecules-30-01564-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c047/11990813/e135e37fc76e/molecules-30-01564-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c047/11990813/68797deed841/molecules-30-01564-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c047/11990813/41aaf74f1bbe/molecules-30-01564-sch006.jpg

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本文引用的文献

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J Org Chem. 2023 Mar 17;88(6):3539-3554. doi: 10.1021/acs.joc.2c02741. Epub 2023 Feb 24.
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A scalable electrochemical dehydrogenative cross-coupling of P(O)H compounds with RSH/ROH.一种磷(氧)氢化合物与硫醇/醇的可扩展电化学脱氢交叉偶联反应。
Chem Commun (Camb). 2019 Apr 23;55(34):4981-4984. doi: 10.1039/c9cc01378d.
3
Electrochemical Dehydrogenative Phosphorylation of Alcohols for the Synthesis of Organophosphinates.
用于合成有机次膦酸盐的醇的电化学脱氢磷酸化反应
J Org Chem. 2019 Jan 18;84(2):949-956. doi: 10.1021/acs.joc.8b02882. Epub 2019 Jan 4.
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Phosphorus-Based Probes as Molecular Tools for Proteome Studies: Recent Advances in Probe Development and Applications.基于磷的探针作为蛋白质组学研究的分子工具:探针开发和应用的最新进展。
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Biomimetic Total Synthesis of (±)-Verrubenzospirolactone.仿生全合成(±)-Verrubenzospirolactone。
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