Effect of Specific Solute-Solvent Interaction and Electron Donor-Acceptor Substituents of Novel Pyrazolo Naphthyridines on Fluorescence |
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Authors: | Sandeep R. Patil Deepak P. Shelar Ramhari V. Rote Raghunath B. Toche Madhukar N. Jachak |
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Affiliation: | Organic Chemistry Research Centre, Department of Chemistry, KTHM College, Nashik, MS, India. |
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Abstract: | Heterocyclic orthoaminoaldehyde such as 4-amino-3-(4-phenyl)-1-phenyl-1H-Pyrazolo[3,4-b]pyridine-5-carbaldehyde was synthesized by multistep reactions involving reduction of azido derivative 2 with LAH to yield aminoalcohol 3 and oxidation of it with MnO(2) to aminoaldehyde 4.The pyridine ring annulated on to 4 by Friedl?nder condensation using acetophenones in presence of base to obtained pyrazolo[3,4-h][1,6]naphthyridine 5 in excellent yield. Study of photophysical properties of 5 revealed that the absorption and emission of them depends up on the substituents present on benzene ring in newly annulated pyridine ring. |
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