有机化学 ›› 2020, Vol. 40 ›› Issue (11): 3889-3894.DOI: 10.6023/cjoc202005026 上一篇    下一篇

研究论文

磺酰肼和二硫缩烯酮区域选择性环化反应合成3-烷硫基取代吡唑

李毅, 万结平   

  1. 江西师范大学化学化工学院 南昌 330022
  • 收稿日期:2020-05-10 修回日期:2020-06-16 发布日期:2020-07-17
  • 通讯作者: 万结平 E-mail:wanjieping@jxnu.edu.cn
  • 基金资助:
    国家自然科学基金(No.21861019)资助项目.

Synthesis of 3-Alkylthiol Pyrazoles via Regioselective Annulation Reactions of Sulfonyl Hydrazines and Ketene Dithioacetals

Li Yi, Wan Jieping   

  1. College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022
  • Received:2020-05-10 Revised:2020-06-16 Published:2020-07-17
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21861019).

以磺酰肼和二硫缩烯酮为起始物,在廉价易得的硫酸氢钠作为催化剂条件下,建立了二者之间区域选择性环化合成3-烷硫基取代的吡唑类化合物的方法.在1,4-二氧六环作为介质和80℃加热条件下进行,高效合成了一系列N-磺酰基结构的3-烷硫基吡唑化合物.

关键词: 二硫缩烯酮, 磺酰肼, 环化, 区域选择性, 3-烷硫基吡唑

By using sulfonyl hydrazines and ketene dithioacetals as starting materials, the regioselective annulation providing 3-alkylthiolated pyrazoles has been realized in the low cost and easily available NaHSO4 catalytst. The reactions were realized in 1,4-dioxane medium and 80 ℃ heating, whereby a seris of 3-alkylthiol pyrazoles possessing N-sulfonyl structure have been efficiently synthesized.

Key words: ketene dithioacetal, sulfonyl hydrazine, annulation, regioselectivity, 3-alkylthiopyrazole