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Research on Chemical Intermediates

, Volume 44, Issue 4, pp 2561–2570 | Cite as

Glucose-containing imidazolium salt-catalyzed cross-aldol reaction of isatins and unactivated ketones

  • Yu Wan
  • Rui Yuan
  • Hao Cui
  • Xiao-xiao Zhang
  • Ming-qi Li
  • Jiang-biao Xu
  • Peng-fei Dou
  • Long-yan Zhang
  • Hui Wu
Article

Abstract

Ketone–ketone cross-aldol reaction of isatins and unactivated ketones was catalyzed by glucose-containing imidazolium salt β-1-imidazole-2,3,4,6-tetra-o-hydroxy-d-glucopyranosyl bromide in neutral condition to generate 3-alkyl-3-hydroxyindolin-2-ones in excellent yield.

Keywords

Glucose-containing imidazolium salt Noncovalent catalyst Unactivated ketone–ketone cross-aldol reaction 

Notes

Acknowledgements

We are grateful to the foundation of the Priority Academic Program Development of Jiangsu Higher Education Institutions, Major Project of Natural Science Research of University in Jiangsu (nos. 14KJA430003, 15KJA180002), and Aid project for PhD faculties in Jiangsu Normal University (17XLR023), for financial support.

Supplementary material

11164_2017_3246_MOESM1_ESM.doc (11.2 mb)
Supplementary material 1 (DOC 11506 kb)

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Copyright information

© Springer Science+Business Media B.V., part of Springer Nature 2018

Authors and Affiliations

  • Yu Wan
    • 2
  • Rui Yuan
    • 2
  • Hao Cui
    • 1
  • Xiao-xiao Zhang
    • 1
  • Ming-qi Li
    • 1
  • Jiang-biao Xu
    • 1
  • Peng-fei Dou
    • 1
  • Long-yan Zhang
    • 1
  • Hui Wu
    • 1
    • 2
  1. 1.School of Chemistry and Chemical EngineeringJiangsu Normal UniversityXuzhouPeople’s Republic of China
  2. 2.Key Laboratory of Biotechnology on Medical Plant of Jiangsu ProvinceJiangsu Normal UniversityXuzhouPeople’s Republic of China

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