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Synthesis and structural charcaterization of novel 1,2,3- triazole derivatives of benzo[d]oxazole-2-thiol

Treatment of malignant diseases is among the most demanding challenges in modern medicine. Despite significant progress in diagnosing and treating of malignant diseases in the last few decades, there is still a lot of space for improvement. Modern chemotherapy is mostly not selective and attention is focused on the development of new, potent and selective antitumor agents. Benzoxazoles represent an important class of heterocyclic compounds that exhibit remarkable pharmacological activities such as anticancer, antiviral, antibacterial and antifungal. Furthermore, some benzoxazole derivatives are used as fluorescent bleaching agents and functional materials.[1-2] In order to evaluate their antitumor activity, novel derivatives of benzo[d]oxazole-2-thiol containing 1, 2, 3-triazole ring as a linker were synthesized. Propargylated 2-thiobenzoxazole was prepared by cyclization reaction of 2-aminophenol using carbon disulfide, followed by N-alkylation reaction with propargyl bromide as an alkylating reagent. 1, 2, 3-triazole derivatives of benzo[d]oxazole-2-thiol were prepared by utilizing the copper-catalyzed azide-alkyne cycloaddition reaction (CuAAC) of 2-propargylated benzoxazoles with corresponding azides. Structures of synthesized 1, 2, 3-triazolyl derivatives of benzo[d]oxazole-2-thiol were confirmed by 1H and 13C NMR spectroscopy and mass spectrometry as well. [1] C. P. Kaushik, M. Chahal, .J. Chem. Sci, 2020, 132, 142 [2] R. Sattar, R. Mukhtar, M. Atif, M. Hasnain, A. Irfan, J. Het. Chem., 2020, 57, 2079-2107

1, 2, 3- triazole, benzo[d]oxazole-2-thiol, click chemistry, structural characterization

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