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Chinese Journal of Organic Chemistry >

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

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

Notes

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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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

Cite this article

Hu Xiaolian , Liu Bin , Liu Haochong , Li Xiaofang . Synthesis of Novel Spiro[pyrazole-pyrrolizin] Derivatives via 1,3-Dipolar Cycloaddition of Nitrilimine[J]. Chinese Journal of Organic Chemistry, 2013 , 33(07) : 1583 -1586 . DOI: 10.6023/cjoc201212007

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