Strategic Synthesis and Antimycobacterial Evaluation of Coumarin- and Quinoline-Substituted s-Triazine Derivatives via Palladium-Catalyzed Suzuki Coupling

A novel and efficient synthetic pathway was devised for the preparation of 4-{4-anilino-6-[(quino­lin-8-yl)oxy]-1,3,5-triazin-2-yl}benzonitriles and 4-{4-anilino-6-[(2-oxo-2H-1-benzopyran-8-yl)oxy]-1,3,5-triazin-2-yl}benzonitriles via palladium-catalyzed Suzuki coupling reaction. This approach allowed precise synthesis of s-triazine derivatives. In vitro antimycobacterial testing against Mycobacterium tuberculosis H37Rv demonstrated notable efficacy, especially of the coumarin derivatives. The structural identity and purity of the products were confirmed through IR, ¹H and ¹³C NMR, and mass spectrometry.

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Publication Details

Journal
Russian Journal of Organic Chemistry
Published
2025-03-01
DOI
https://doi.org/10.1134/s1070428024603534
Primary Topic
Synthesis and Characterization of Heterocyclic Compounds
Type
article
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article

Strategic Synthesis and Antimycobacterial Evaluation of Coumarin- and Quinoline-Substituted s-Triazine Derivatives via Palladium-Catalyzed Suzuki Coupling

M. R. Solanki, Jayesh M. Pandya, Jyotindra Mahyavanshi
Russian Journal of Organic Chemistry
Synthesis and Characterization of Heterocyclic Compounds
article

Strategic Synthesis and Antimycobacterial Evaluation of Coumarin- and Quinoline-Substituted s-Triazine Derivatives via Palladium-Catalyzed Suzuki Coupling

M. R. Solanki, Jayesh M. Pandya, Jyotindra Mahyavanshi
article en

Abstract

A novel and efficient synthetic pathway was devised for the preparation of 4-{4-anilino-6-[(quino­lin-8-yl)oxy]-1,3,5-triazin-2-yl}benzonitriles and 4-{4-anilino-6-[(2-oxo-2H-1-benzopyran-8-yl)oxy]-1,3,5-triazin-2-yl}benzonitriles via palladium-catalyzed Suzuki coupling reaction. This approach allowed precise synthesis of s-triazine derivatives. In vitro antimycobacterial testing against Mycobacterium tuberculosis H37Rv demonstrated notable efficacy, especially of the coumarin derivatives. The structural identity and purity of the products were confirmed through IR, ¹H and ¹³C NMR, and mass spectrometry.

Russian Journal of Organic ChemistryVol. 61(3)
Hemchandracharya North Gujarat University (IN)
Openalex Percentile: Top 93%
Synthesis and Characterization of Heterocyclic Compounds
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