A. Abdel‐Aziem, E. El-Sawy, G. Kirsch
Nov 30, 2020
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Journal
Polycyclic Aromatic Compounds
Abstract
Abstract In consideration of green and efficient organic chemical methodology, we reported here a green, an efficient and convenient procedure for synthesis of 3-aryl-2,3-dihydro-1,3,4-thiadiazoles based on benzofuran as well as chromone moieties, using the grinding technique. Condensation of 1-(4,7-dimethoxybenzofuran-5-yl)ethan-1-ones 2, 3; 7-hydroxy-5-methoxy-2-methyl-4-oxo-4H-chromene-6-carbaldehyde (4); and 4-oxo-4H-chromene-3-carbaldehydes 10a–c with alkyl hydrazine carbodithioates followed with some hydrazonoyl halides 7a–g under grinding and solvent-free condition led to the formation of the targeted 3-aryl-2,3-dihydro-1,3,4-thiadiazoles 8a–g, 9a,b, and 12a–f, correspondingly. Structures of the synthesized compounds were clarified based on their elemental analyses and spectral data. Eleven of the entire target compounds were selected for anticancer activity against 60 human cancer cell lines at a single dose (10‾5 M) by the National Cancer Institute (NCI, Bethesda, USA).