Tetrazole 5-Acetic Acid Catalyzed Synthesis and Photophysical Study of 2-Aryl-2,3-dihydroquinolin-4(1H)-ones

Author(s): Mohabul A. Mondal*, Abdul Ashik Khan, Kanchan Mitra.

Journal Name: Letters in Organic Chemistry

Volume 16 , Issue 3 , 2019

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Abstract:

1H-Tetrazole 5-acetic acid (TAA) has been explored as a new organocatalyst for the synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones derivatives from 2’-aminoacetophenone under solventfree conditions. The method described herein is covenient and the catalyst could be reused. Mechanistic study of the reaction revealed that the reaction passing through initial activation of the aldehyde by the catalyst and the C-C bond formed through the intermolecular pathway. The synthesized compounds exhibit yellowish-white fluorescence when exposed to 350 nm UV light. Optical properties such as absorption and fluorescence emission spectra were monitored in methanol. Fluorescence emission properties in different solvents with different polarity indicate solvatochromic characteristics of the probes.

Keywords: 2-Aryl-2, 3-dihydroquinolin-4(1H)-ones, organocatalyst, 1H-Tetrazole 5-acetic acid catalysed reaction, photophysical properties, mechanistic investigation, methanol.

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Article Details

VOLUME: 16
ISSUE: 3
Year: 2019
Page: [176 - 184]
Pages: 9
DOI: 10.2174/1570178615666180904110642
Price: $58

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