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2013 , Vol. 33 >Issue 07: 1583 - 1586

DOI: https://doi.org/10.6023/cjoc201212007

研究简报

腈亚胺的1,3-偶极环加成反应合成螺吡唑-吡咯里嗪类化合物

  • 胡小莲 ,
  • 刘彬 ,
  • 刘浩冲 ,
  • 李筱芳
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  • 湖南科技大学理论化学与分子模拟省部共建教育部重点实验室分子构效关系湖南省普通高等学校重点实验室湖南科技大学化学化工学院 湘潭 411201

收稿日期: 2012-12-06

  修回日期: 2013-01-25

  网络出版日期: 2013-02-05

基金资助

国家自然科学基金(Nos. 20971041, 21172066 )资助项目.

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Synthesis of Novel Spiro[pyrazole-pyrrolizin] Derivatives via 1,3-Dipolar Cycloaddition of Nitrilimine

  • Hu Xiaolian ,
  • Liu Bin ,
  • Liu Haochong ,
  • Li Xiaofang
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  • Key Laboratory of Theoretical Chemistry and Molecular Simulation of Ministry of Education, Hunan Province College Key Laboratory of QSAR/QSPR, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201

Received date: 2012-12-06

  Revised date: 2013-01-25

  Online published: 2013-02-05

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 20971041, 21172066).

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摘要

通过2-芳亚甲基-2,3-二氢-1H-吡里-1-酮与腈亚胺[经苯甲酰氯苯腙(2)与三乙胺反应生成]的1,3-偶极环加成反应,以较高收率合成了一系列的4-芳基-2,5-二苯基-2H,4H-二氢-螺[吡唑-3,2'-吡咯里嗪]-1'(3'H)-酮. 采用NMR, IR, 质谱和元素分析等多种谱学技术对产物进行了结构表征.

关键词： 螺杂环; 1,3-偶极环加成; 腈亚胺; 吡唑

本文引用格式

胡小莲 , 刘彬 , 刘浩冲 , 李筱芳 . 腈亚胺的1,3-偶极环加成反应合成螺吡唑-吡咯里嗪类化合物[J]. 有机化学, 2013 , 33(07) : 1583 -1586 . DOI: 10.6023/cjoc201212007

Abstract

The 1,3-dipolar cycloaddition of nitrilimine generated in situ from N'-phenylbenzohydrazonoyl chloride and triethylamine to 2-arylmethylidene-2,3-dihydro-1H-pyrrolizin-1-ones afforded novel 4-aryl-2,5-diphenyl-2,4-dihydrospiro-[pyrazole-3,2'-pyrrolizin]-1'(3'H)-ones in moderate yields. The structures of all products were characterized thoroughly by NMR, IR, mass spectra and elemental analysis.

Key words： spiroheterocycle; 1,3-dipolar cycloaddition; nitrilimine; pyrazole

参考文献

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