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Synthesis of 1′-Aryl-1-phenyl-5′,6,6′,7,7′,7a′-hexahydro-1′H-dispiro[indazole-5,2′-pyrrolizine-3′,11′′-indeno[1,2-b]quinoxalin]-4(1H)-one via Cycloaddition Reaction

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Abstract

The 1,3-dipolar cycloaddition reaction of (E)-5-arylmethylidene-1-phenyl-1,5,6,7-tetrahydro-4H-indazol-4-one with azomethine ylide which has been generated in situ by the reaction of 11H-indeno[1,2-b]quinoxalin-11-one and L-proline gives novel 1′-aryl-1-phenyl-5′,6,6′,7,7′,7a′-hexahydro-1′H-dispiro[indazole-5,2′-pyrrolizine-3′,11′′-indeno[1,2-b]quinoxalin]-4(1H)-one derivatives in good yields. Structures of the products are characterized by IR, NMR, and HRMS spectral methods and X-ray crystallographic analysis.

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ACKNOWLEDGMENTS

We are grateful to the National Natural Science Foundation of China (no. 21671063) for the financial support.

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Authors and Affiliations

  1. Key Laboratory of Theoretical Organic Chemistry and Functional Molecules, Ministry of Education, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, 411201, Hunan, Xiangtan, China

    Sha Li, Jiaxi Tan & Xiaofang Li

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  1. Sha Li
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  2. Jiaxi Tan
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Correspondence to Xiaofang Li.

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Li, S., Tan, J. & Li, X. Synthesis of 1′-Aryl-1-phenyl-5′,6,6′,7,7′,7a′-hexahydro-1′H-dispiro[indazole-5,2′-pyrrolizine-3′,11′′-indeno[1,2-b]quinoxalin]-4(1H)-one via Cycloaddition Reaction. Russ J Gen Chem 90, 2484–2488 (2020). https://doi.org/10.1134/S1070363220120415

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