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Home > Vol 63, No 4 (2018) > Salahi

SALICYLIC ACID AS AN EFFICIENT CATALYST FOR THE DIASTEREOSELECTIVE SYNTHESIS OF DISPIROHYDROQUINOLINES VIA A ONE-POT DOMINO EIGHT-COMPONENT REACTION

Sajjad Salahi, Nourallah Hazeri, Malek Taher Maghsoodlou, Mojtaba Lashkari, Niloufar Akbarzadeh Torbati, Santiago García-Granda, Laura Torre-Fernández

Abstract

Salicylic acid was used as an efficient catalyst for the diastereoselective synthesis of dispirohydroquinoline-bis (Meldrim’s acid) derivatives via a one-pot domino eight-component reaction of arylamines, aromatic aldehydes and Meldrum’s acid in CH3CN at room temperature. The remarkable advantages offered by this method are inexpensive catalyst, good yields, simple and easy work-up procedure. The characterization of products was done by IR, mass, 1H NMR, 13C NMR spectroscopy, and elemental analyses. The stereoselectivity of compounds was confirmed with crystallography and NMR spectroscopy.

 Keywords

Aromatic aldehydes; Aromatic amines; Meldrum’s acid; Dispiro compounds

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About The Authors

Sajjad Salahi
Department of Chemistry, Faculty of Science, University of Sistan and Baluchestan
Iran, Islamic Republic of

Nourallah Hazeri
Department of Chemistry, Faculty of Science, University of Sistan and Baluchestan
Iran, Islamic Republic of

Malek Taher Maghsoodlou
Department of Chemistry, Faculty of Science, University of Sistan and Baluchestan
Iran, Islamic Republic of

Mojtaba Lashkari
Faculty of Science, Velayat University
Iran, Islamic Republic of

Niloufar Akbarzadeh Torbati
Department of Chemistry, Faculty of Science, University of Sistan and Baluchestan
Iran, Islamic Republic of

Santiago García-Granda
Department of Physical and Analytical Chemistry, University of Oviedo-CINN
Spain

Laura Torre-Fernández
Department of Physical and Analytical Chemistry, University of Oviedo-CINN
Spain

Keywords Adsorption Antibacterial activity Antioxidant activity Arsenic Artificial Neural Network Azorella compacta Chitosan Chromium Crystal structure DFT DPPH Essential oil Flavonoids Green chemistry HPLC Quinoline RP-HPLC Supports Validation X-ray diffraction adsorption

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