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Synthesis of 1,3-Disubstituted Imidazo[1,5-a]pyridines through Oxidative C-N Bond Formation from Aryl-2-pyridylmethanols and Their Fluorescent Study
Selvaraj Chandrasekar, Subramani Sangeetha,
Published in Wiley-Blackwell
Volume: 4
Issue: 19
Pages: 5651 - 5655
A simple, effortless, and efficacious protocol for the synthesis of highly fluorescing imidazo[1,5-a]pyridines via copper catalyzed inter-/intramolecular C−N bond formation between readily available pyridyl alcohols with either benzyl amines or amino acids has been developed. This domino reaction is involved with alcohol oxidation/condensation/oxidative amination sequence to synthesize imidazo[1,5-a]pyridines in good to excellent yields. The fluorescence studies of these compounds indicated a bathochromic shift for the electron donating substituents, whereas a hypsochromic shift for the electron withdrawing substituents. Synthetic modification of the groups attached to the heterocyclic core showed a profound impact on the emission properties when subjected to pH and solvent polarity change. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
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PublisherData powered by TypesetWiley-Blackwell
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