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电化学磷酸化芳醇和苯胺生成有机磷酸酯和磷酰胺。

Electrochemical phosphorylation of arenols and anilines leading to organophosphates and phosphoramidates.

机构信息

School of Pharmacy, Jiangsu University, Xuefu Road 301, Zhenjiang, Jiangsu 212013, China.

出版信息

Org Biomol Chem. 2021 Jun 28;19(24):5342-5347. doi: 10.1039/d1ob00779c. Epub 2021 May 27.

DOI:10.1039/d1ob00779c
PMID:34043743
Abstract

A practical phosphorylation for generating organophosphates and phosphoramidates via electrochemical dehydrogenative cross-coupling of P(O)H compounds with arenols and anilines is disclosed. This method involves using inorganic iodide salts as both redox catalysts and electrolytes in an undivided cell without the addition of oxidants or bases. A preliminary mechanistic study suggests that radicals are not involved in this process. This method is green and eco-friendly and has good functional group tolerance, high yields and broad substrate scope, with the potential for practical synthesis.

摘要

本文公开了一种通过电化学脱氢交叉偶联 P(O)H 化合物与芳醇和苯胺生成有机膦酸酯和磷酰胺的实用磷酸化方法。该方法在无需添加氧化剂或碱的情况下,在一个未分隔的电池中使用无机碘盐作为氧化还原催化剂和电解质。初步的机理研究表明,该过程中不涉及自由基。该方法绿色环保,对功能基团具有良好的耐受性,产率高,底物范围广,具有实际合成的潜力。

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