Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (11): 4353-4360.DOI: 10.6023/cjoc202107020 Previous Articles     Next Articles

ARTICLES

CBr4促进的分子间环化反应: 高效合成取代N-酰基吡唑

马豪杰a, 孙洲b, 刘金磊a, 张夏b, 崔华莉a, 张玉琦a,*(), 王记江a   

  1. a 延安大学化学与化工学院 新能源与新功能材料重点实验室 陕西省化学反应工程重点实验室 延安 716000
    b 齐鲁工业大学前沿交叉学科研究院 生物基材料与绿色造纸国家重点实验室 济南 250353
  • 收稿日期:2021-07-07 修回日期:2021-07-26 发布日期:2021-08-24
  • 通讯作者: 张玉琦
  • 作者简介:
    † 共同第一作者.
  • 基金资助:
    延安大学博士科研启动基金(YDBK2019-30); 延安市高层次人才专项基金(2019-29); 陕西省教育厅自然科学专项研究基金(21JK0979); 陕西省科技资源开放共享平台(2021PT-004); 陕西省教育厅重点科学研究计划(20JS154); 山东省自然科学基金(ZR2020QB042)

CBr4-Mediated Intermolecular Cyclization Reaction: Efficient Synthesis of Substituted N-Acylpyrazoles

Haojie Maa, Zhou Sunb, Jinlei Liua, Xia Zhangb, Huali Cuia, Yuqi Zhanga(), Jijiang Wanga   

  1. a Key Laboratory of New Energy & New Functional Materials, Shaanxi Key Laboratory of Chemical Reaction Engineering, College of Chemistry and Chemical Engineering, Yan'an University, Yan'an, Shaanxi 716000
    b State Key Laboratory of Biobased Material and Green Papermaking, Academy of Advanced Interdisciplinary Studies, Qilu University of Technology, Jinan 250353
  • Received:2021-07-07 Revised:2021-07-26 Published:2021-08-24
  • Contact: Yuqi Zhang
  • About author:
    † These authors contributed equally to this work.
  • Supported by:
    PhD Research Startup Foundation o Yan'an University(YDBK2019-30); Municipal Special Fund of Yan'an for High-Level Talents(2019-29); Scientific Research Program Funded by Shaanxi Provincial Education Department(21JK0979); Open Sharing Platform for Scientific and Technological Resources of Shaanxi Province(2021PT-004); Key Scientific Research Project of Shaanxi Provincial Education Department(20JS154); Natural Science Foundation of Shandong Province(ZR2020QB042)

Synthesis of (3,5-dimethyl-1H-pyrazol-1-yl)(phenyl)-methanones in excellent yields by CBr4 mediated intermolecular cyclization of benzohydrazide and pentane-2,4-dione has been reported. The method shows various advantages such as mild conditions, good functional group tolerance, environmental friendliness, easy operation with cheap reagents, step economy and can be scaled-up, offering a useful and attractive strategy to synthesize N-acylpyrazoles, which is widely presented in drugs, biologically active molecules and pesticides.

Key words: benzohydrazides, pentane-2,4-diones, N-acylpyrazoles, CBr4