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2022 , Vol. 42 >Issue 1: 218 - 225

DOI: https://doi.org/10.6023/cjoc202107053

研究论文

叔丁基过氧化氢介导的磷酸硒酯合成

  • 张云倩 ,
  • 周晨凡 ,
  • 刘功清
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  • 南通大学药学院 南通 226001

收稿日期: 2021-07-25

  修回日期: 2021-08-24

  网络出版日期: 2021-09-08

基金资助

江苏省自然科学基金(BK20170439); 南通市科技(JC2019102); 南通市科技(JC2020072)

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tert-Butyl Hydroperoxide-Mediated Synthesis of Phosphoroselenoates

  • Yunqian Zhang ,
  • Chenfan Zhou ,
  • Gongqing Liu
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  • School of Pharmacy, Nantong University, Nantong 226001
* Corresponding author. E-mail:

Received date: 2021-07-25

  Revised date: 2021-08-24

  Online published: 2021-09-08

Supported by

Natural Science Foundation of Jiangsu Province(BK20170439); Science and Technology Plan Projects of Nantong City(JC2019102); Science and Technology Plan Projects of Nantong City(JC2020072)

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摘要

磷酸硒酯化合物广泛应用于有机合成和药物发现等相关领域. 因此, 开发高效简便合成该类化合物的新方法受到化学家的广泛关注. 报道了一种以叔丁基过氧化氢(TBHP)为氧化剂, 在温和的反应条件下实现了亚磷酸酯和二硒醚偶联反应制备硒代磷酸酯方法. 与现有方法相比, 该方法具有条件温和、底物适用范围广泛、产率高、且不需过渡金属和强碱等优点.

关键词： 叔丁基过氧化氢; 二硒醚; 亚磷酸酯; 磷酸硒酯

本文引用格式

张云倩 , 周晨凡 , 刘功清 . 叔丁基过氧化氢介导的磷酸硒酯合成[J]. 有机化学, 2022 , 42(1) : 218 -225 . DOI: 10.6023/cjoc202107053

Abstract

Phosphoroselenoates have found widespread applications in the fields of organic synthesis and drug discovery. To this end, continuous efforts have been devoted to the development of novel and efficient methods for the synthesis of these compounds. A new method for the synthesis of phosphoroselenoates through oxidative coupling reaction of diselenides with phosphites by the utilization of t-butyl hydroperoxide (TBHP) as oxidant was herein developed. The distinct advantages of this protocol over all previous methods include mild reaction conditions, broad substrate scope, excellent yields, as well as transition metal- and base-free.

Key words： tert-butyl hydroperoxide; diselenide; phosphite; phosphoroselenoate

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