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2024 , Vol. 44 >Issue 6: 1998 - 2005

DOI: https://doi.org/10.6023/cjoc202312008

研究论文

吡唑啉酮与磺酰氯的直接磺酰化合成吡唑磺酸酯

  • 王斌 ,
  • 韩万仓 ,
  • 代林林 ,
  • 张永红 ,
  • 夏昱 ,
  • 金伟伟 ,
  • 刘晨江
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  • a 新疆大学分析测试中心 乌鲁木齐 830017
    b 新疆大学化学学院 碳基能源化学与利用国家重点实验室 石油天然气精细化工教育部暨新疆维吾尔自治区重点实验室 乌鲁木齐绿色催化与合成技术重点实验室 乌鲁木齐 830017
    c 新疆大学未来技术学院 乌鲁木齐 830017

收稿日期: 2023-12-08

  修回日期: 2024-01-21

  网络出版日期: 2024-02-20

基金资助

国家自然科学基金(21762041); 国家自然科学基金(21861036); 国家自然科学基金(21961037); 新疆维吾尔自治区自然科学基金(2022E01042); 新疆维吾尔自治区自然科学基金(2022TSYCCX0024); 新疆维吾尔自治区自然科学基金(2021D01E10)

收起

Direct Sulfonylation of Pyrazolones with Sulfonyl Chlorides to Synthesize Pyrazolyl Sulfonates

  • Bin Wang ,
  • Wancang Han ,
  • Linlin Dai ,
  • Yonghong Zhang ,
  • Yu Xia ,
  • Weiwei Jin ,
  • Chenjiang Liu
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  • a Analysis and Testing Center, Xinjiang University, Urumqi 830017
    b Urumqi Key Laboratory of Green Catalysis and Synthesis Technology, Key Laboratory of Oil and Gas Fine Chemicals of Ministry of Education & Xinjiang Uygur Autonomous Region, State Key Laboratory of Chemistry and Utilization of Carbon-Based Energy Resources, College of Chemistry, Xinjiang University, Urumqi 830017
    c College of Future Technology, Xinjiang University, Urumqi 830017
* E-mail: ;

Received date: 2023-12-08

  Revised date: 2024-01-21

  Online published: 2024-02-20

Supported by

National Natural Science Foundation of China(21762041); National Natural Science Foundation of China(21861036); National Natural Science Foundation of China(21961037); Natural Science Foundation of Xinjiang Uyghur Autonomous Region(2022E01042); Natural Science Foundation of Xinjiang Uyghur Autonomous Region(2022TSYCCX0024); Natural Science Foundation of Xinjiang Uyghur Autonomous Region(2021D01E10)

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摘要

吡唑作为核心骨架存在于许多生物活性分子中, 在医药、农用化学品和其它功能材料中有着广泛的应用. 磺酸酯是有机合成中的重要中间体, 在有机化学中发挥着非常重要的作用. 以吡唑啉酮和磺酰氯为原料, 发展了一种合成吡唑磺酸酯化合物的绿色高效方法. 该方法简单易操作, 无需任何添加剂、金属及氧化剂, 只需在室温以水作为溶剂的条件下, 可以高效地合成重要的吡唑磺酸酯. 克级规模反应和产物的转化应用进一步证明了该方法的实用性.

关键词： 吡唑啉酮; 磺酰氯; 磺酰化; 吡唑磺酸酯

本文引用格式

王斌 , 韩万仓 , 代林林 , 张永红 , 夏昱 , 金伟伟 , 刘晨江 . 吡唑啉酮与磺酰氯的直接磺酰化合成吡唑磺酸酯[J]. 有机化学, 2024 , 44(6) : 1998 -2005 . DOI: 10.6023/cjoc202312008

Abstract

Pyrazole as a core framework exists in many bioactive molecules and has a wide range of applications in pharmaceuticals, agricultural chemicals and other functional materials. Sulfonates are important intermediates in organic synthesis and play a very important role in organic chemistry. A green and efficient method for the synthesis of pyrazolyl sulfonate compounds by using pyrazolones and sulfonyl chlorides as starting materials was developed. This method features the advantages of simple and easy to operate, without the need for any additives, metal or oxidant. It only requires room temperature and water as the solvent to efficiently synthesize important pyrazolyl sulfonates. The smooth progress of the gram scale reaction and product transformation further proves the practicality of this method.

Key words： pyrazolone; sulfonyl chloride; sulfonylation; pyrazolyl sulfonate

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