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The N-heterocyclic compounds such as Krohnke type pyridines and.doc
International Journal of ChemTech Research
CODEN (USA): IJCRGG ISSN: 0974-4290
Vol.2, No.1, pp 289-294, Jan-Mar 2010
Ionic Liquid Mediated One Pot Synthesis of Substituted 2,4,6-Triarylpyridines
Pravin G. Ingole, Sumit V. Jadhav and Hari C. Bajaj*
Discipline of Inorganic Material and Catalysis,
Central Salt and Marine Chemicals Research Institute,
Council of Scientific and Industrial Research (CSIR) G.B.Marg, Bhavnagar-364002, Gujarat-India
*Corres. Author: ingolepravin@
Tel: +91-278-2567760,Fax: +91-278-2567562
Abstract: A novel system for the synthesis of series of 2,4,6-triarylpyridines and their hydroxyl substituted analogues using cheap and easy to synthesize ionic liquid, Ethyl ammonium nitrate (EAN) as a benign reaction medium is demonstrated. The reaction of acetophenone or p-hydroxyacetophenone with aryl aldehydes in EAN, in the presence of base, followed by treatment with ammonium acetate affords title compounds in significant yields using a one pot procedure. A sequential Aldol condensation and Michael addition reactions in ionic liquid, yields 1,5-diones, which can be readily converted to expected triarylpyridines, via ring closure with ammonium acetate. The significance of our findings relates to reducing the use of volatile organic solvents, simplicity of the process, as well as its good yields, mild conditions and low costs.
Keywords: Triarylpyridine; Ionic liquid; Ethyl ammonium nitrate; Green chemistry.
Introduction
The N-heterocyclic compounds comprising Krohnke type pyridines and other substituted pyridines such as 2,4,6-triarylpyridines are prominent synthons in supramolecular chemistry, as a consequence of their π-stacking ability along with directional H-bonding capacity
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