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Journal of the Iranian Chemical Society

, Volume 11, Issue 3, pp 659–664 | Cite as

“On water” organic synthesis: three-component one-pot synthesis of novel bis(1-(cyclohexylamino)-1-oxoalkyl or aryl) fumarates

  • M. Mamaghani
  • F. Shirini
  • N. O. Mahmoodi
  • A. Azimi-Roshan
  • A. Monfared
Original Paper

Abstract

An efficient synthesis of novel bis(1-(cyclohexylamino)-1-oxoalkyl or aryl) fumarates (4a–k), considering as organic building blocks for natural products and drugs, via the reaction of fumaric acid, various aldehydes and cyclohexyl isocyanide in water using one-pot three-component approach under mild condition and without catalyst is described. This rapid method produced the products in short reaction times (10–15 min) and excellent yields (85–95 %) at room temperature. The structures of the products were deduced from their elemental analyses and spectroscopic data.

Graphical abstract

Keywords

On water Green chemistry MCRs Bis(1-(cyclohexylamino)-1-oxoalkyl or aryl) fumarate Passerini reaction 

Notes

Acknowledgments

We thank the Research Council of University of Guilan for partial support of this study.

Supplementary material

13738_2013_337_MOESM1_ESM.rar (3.5 mb)
Supplementary material 1 (rar 3579 kb)

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Copyright information

© Iranian Chemical Society 2013

Authors and Affiliations

  • M. Mamaghani
    • 1
  • F. Shirini
    • 1
  • N. O. Mahmoodi
    • 1
  • A. Azimi-Roshan
    • 1
  • A. Monfared
    • 2
  1. 1.Department of Chemistry, Faculty of SciencesUniversity of GuilanRashtIran
  2. 2.Department of ChemistryUniversity of Payamnoor of TehranTehranIran

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