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Monatshefte für Chemie - Chemical Monthly

, Volume 147, Issue 2, pp 445–450 | Cite as

Phthalimide-N-oxyl salts: efficient organocatalysts for facile synthesis of (Z)-3-methyl-4-(arylmethylene)-isoxazole-5(4H)-one derivatives in water

  • Mohammad G. DekaminEmail author
  • S. Zahra Peyman
Original Paper

Abstract

Green and simple protocols have been developed for the synthesis of (Z)-3-methyl-4-(arylmethylene)isoxazole-5(4H)-one derivatives in the presence of tetrabutylammonium or potassium salts of phthalimide-N-oxyl, as transition metal-free catalysts, through the multicomponent reaction strategy in aqueous medium at ambient temperature. These procedures offer many advantages including clean reaction profiles, mild reaction conditions, short reaction times, high to quantitative yields, and straightforward work-up.

Graphical abstract

Keywords

Phthalimide-N-oxyl salts Organocatalysis Multicomponent reactions (MCRs) 3-Methyl-4-(arylmethylene)isoxazole-5(4H)-ones In water synthesis Green chemistry 

Notes

Acknowledgments

We are thankful for the financial support from The Research Council of Iran University of Science and Technology (IUST), Tehran, Iran (Grant no. 160/354).

Supplementary material

706_2015_1565_MOESM1_ESM.docx (10.8 mb)
Supplementary material 1 (DOCX 11041 kb)

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Copyright information

© Springer-Verlag Wien 2015

Authors and Affiliations

  1. 1.Pharmaceutical and Biologically-Active Compounds Research Laboratory, Department of ChemistryIran University of Science and TechnologyTehranIran

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