Iranian Journal of Chemistry

Iranian Journal of Chemistry

synthesis of highly substituted cyclohexanones via a pseudo-three component reaction in the presence of DBU as organocatalyst

Document Type : Original Article

Authors
Mahla Sheikhveisi 1
Nourallah Hazeri 2
Maryam Fatahpour 1
Mojtaba Lashkari 3
1 Department of Chemistry, Faculty of Science, University of Sistan and Baluchestan, P.O. Box 98135-674, Zahedan, Iran
2 Department of Chemistry, Faculty of Sciences, University of Sistan and Baluchestan, P.O. Box 98135-674, Zahedan, Iran.
3 Faculty of Science, Velayat University, Iranshahr, Iran
10.22036/cr.2022.357002.1192
Abstract
The pseudo three-component reaction has been investigated using available materials, including various aromatic/aliphatic aldehydes, acetoacetanilide and DBU as a strong base for the formation of highly substituted cyclohexanones. The catalyst used as a green organic catalyst was cheap, available and efficient, and the desired products were obtained with high yield. The reaction is carried out at 50 °C in solvent-free conditions. Among the features introduced in this research, we can mention the short reaction time, simple and easy separation of the products in the synthesis of this group of highly substituted cyclohexanones. The synthesized products have been identified using 1H, 13C NMR, FT-IR and mass spectrometry methods.
The pseudo three-component reaction has been investigated using available materials, including various aromatic/aliphatic aldehydes, acetoacetanilide and DBU as a strong base for the formation of highly substituted cyclohexanones . The catalyst used as a green organic catalyst was cheap, available and efficient, and the desired products were obtained with high yield. The reaction is carried out at 50 °C in solvent-free conditions. Among the features introduced in this research, we can mention the short reaction time, simple and easy separation of the products in the synthesis of this group of highly substituted cyclohexanones. The synthesized products have been identified using 1H, 13C NMR, FT-IR and mass spectrometry methods.

Graphical Abstract

synthesis of highly substituted cyclohexanones via a pseudo-three component reaction in the presence of DBU as organocatalyst
Keywords
High substituted cyclohexanones
Organocatalyst DBU
Pseudo-three-component
Solvent-free conditions

Subjects

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  • Receive Date 20 August 2022
  • Revise Date 12 October 2022
  • Accept Date 28 November 2022