4.3 Article

A novel catalyst zinc(II) perfluorooctanoate [Zn(PFO)(2)]-catalyzed three-component one-pot reaction: Synthesis of quinazolinone derivatives in aqueous micellar media

Journal

JOURNAL OF FLUORINE CHEMISTRY
Volume 129, Issue 12, Pages 1139-1145

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2008.08.005

Keywords

Zinc(II) perfluorooctanoate [Zn(PFO)(2)]; Micelles; Surfactant; Isatoic anhydride; Quinazolinone

Funding

  1. National Nature Science Foundation of China [20672035]
  2. Key Laboratory of Organofluorine Chemistry
  3. Shanghai Institute of Organic Chemistry
  4. Chinese Academy of Sciences

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A new type of Lewis acid-surfactant-combined catalyst (LASC), zinc(II) perfluorooctanoate [Zn(PFO)(2)], was prepared and applied as a favorable surfactivity catalyst in three-component one-pot cyclocondensation reaction of isatoic anhydride with amines and aldehydes to afford the corresponding quinazolinone derivatives in good yields. Reactions occurred under aqueous micellar media in high atom economy. It was found that this catalyst could be easily quantitatively recovered after the reaction completed and could be reused for at least three cycles without any loss of activity. Furthermore, a mechanism to rationalize the reaction was proposed. (c) 2008 Elsevier B.V. All rights reserved.

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