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Molecular Diversity

, Volume 18, Issue 4, pp 787–796 | Cite as

Synthesis of benzimidazole[2.1-b][1,3]oxazine spirooxindoles via three-component reaction of N-benzylbenzimidazole, acetylenedicarboxylates, and N-alkylisatins

  • Li-Juan Zhang
  • Chao-Guo Yan
Full-Length Paper

Abstract

The three-component reaction of \(N\)-benzylbenzimidazole, dialkyl acetylenedicarboxylate, and \(N\)-alkylisatins in tetrahydrofuran at room temperature afforded the novel functionalized benzimidazole[2.1-b][1,3]oxazine spirooxindoles in good yields. \({}^{1}\)H NMR spectra indicated that two diastereoisomers with a ratio of 1:3–1:6 exist in the obtained spirooxindole derivatives.

Graphic Abstract

Keywords

Multicomponent reaction Spirooxindole Isatin Benzimidazole Electron-deficient alkyne MRC 

Notes

Acknowledgments

This work was financially supported by the National Natural Science Foundation of China (Grant No. 21172189) and the Priority Academic Program Development of Jiangsu Higher Education Institutions. We thank the Analysis and Test Center of Yangzhou University for providing instruments for analysis.

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Copyright information

© Springer International Publishing Switzerland 2014

Authors and Affiliations

  1. 1.College of Chemistry & Chemical EngineeringYangzhou UniversityYangzhou China

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