Base-Free Synthesis And Synthetic Applications Of Novel 3-(Organochalcogenyl)Prop-2-Yn-1-Yl Esters: Promising Anticancer Agents

This manuscript portrays the CuI-catalyzed Csp-chalcogen bond formation through cross-coupling reactions of propynyl esters and diorganyl dichalcogenides by using DMSO as solvent, at room temperature, under base-free and open-to-air atmosphere conditions. Generally, the reactions have proceeded very smoothly, being tolerant to a range of substituents present in both substrates, affording the novel 3-(organochalcogenyl)prop-2-yn-1-yl esters in moderate to good yields. Noteworthy, the 3-(butylselanyl)prop-2-yn-1-yl benzoate proved to be useful as synthetic precursor in palladium-catalyzed Suzuki and Sonogashira- type cross-coupling reactions by replacing the carbon-chalcogen bond by new carbon-carbon bond. Moreover, the 3-(phenyl-selanyl)prop-2-yn-1-yl benzoate has shown promising in vitro activity against glioblastoma cancer cells.