Nucleophilic Functionalization of 2-R-3-Nitropyridines as a Versatile Approach to Novel Fluorescent Molecules

A number of new 2-methyl- and 2-arylvinyl-3-nitropyridines were synthesized and their reactions with thiols were studied. It was found that 3-NO<sub>2</sub> tends to be selectively substituted under the action of sulfur nucleophiles in the presence of another nucleofuge in position 5. Co...

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Bibliographic Details
Main Authors: Vladislav V. Nikol’skiy, Mikhail E. Minyaev, Maxim A. Bastrakov, Alexey M. Starosotnikov
Format: Article
Language:English
Published: MDPI AG 2022-09-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/27/17/5692
Description
Summary:A number of new 2-methyl- and 2-arylvinyl-3-nitropyridines were synthesized and their reactions with thiols were studied. It was found that 3-NO<sub>2</sub> tends to be selectively substituted under the action of sulfur nucleophiles in the presence of another nucleofuge in position 5. Correlations between the substitution pattern and regioselectivity as well as photophysical properties were established. Some synthesized compounds possessed a large Stokes shift.
ISSN:1420-3049