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Synthesis of novel spiro[cyclopropane-pyrrolizin] derivatives via Mg-mediated conjugate addition of bromoform

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Abstract

The conjugate addition of bromoform with 2-aryliene-2,3-dihydro-1H-pyrrolizin-1-ones in the presence of magnesium afforded novel 2,2-dibromo-3-arylspiro[cyclopropane-1,2′-pyrrolizin]-1′(3′H)-ones in moderate yield. The structures of all the products were characterized thoroughly by 1H NMR, 13C NMR, infrared spectroscopy, and mass spectrum.

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Acknowledgments

This research was supported by National Natural Science Foundation of China (No. 21172065), the Key Project of Chinese Ministry of Education (No. 210146), Science and Technology Innovative Research Team in Higher Educational Institions of Hunan Province. Open Project Program of Key Laboratory of Theoretical Chemistry and Molecular Simulation of Ministry of Education (Hunan University of Science and Technology).

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  1. 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, Hunan, China

    Bin Liu, Xiao Fang Li, Jie Zhang, Meng Ting Wang & Rong Jin Zeng

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  1. Bin Liu
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  2. Xiao Fang Li
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  3. Jie Zhang
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  4. Meng Ting Wang
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Correspondence to Xiao Fang Li or Rong Jin Zeng.

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Liu, B., Li, X.F., Zhang, J. et al. Synthesis of novel spiro[cyclopropane-pyrrolizin] derivatives via Mg-mediated conjugate addition of bromoform. Res Chem Intermed 41, 2345–2352 (2015). https://doi.org/10.1007/s11164-013-1350-6

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