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

doi:10.6023/cjoc201212007

Chin. J. Org. Chem. ›› 2013, Vol. 33 ›› Issue (07): 1583-1586.DOI: 10.6023/cjoc201212007 Previous Articles Next Articles

Notes

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

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 发布日期:2013-02-05
通讯作者: 李筱芳 E-mail:lixiaofang@iccas.ac.cn
基金资助:
国家自然科学基金(Nos. 20971041, 21172066 )资助项目.

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

Hu Xiaolian, Liu Bin, Liu Haochong, Li Xiaofang

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:2012-12-06 Revised:2013-01-25 Published:2013-02-05
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 20971041, 21172066).

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]. Chin. J. Org. Chem., 2013, 33(07): 1583-1586.

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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

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

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