Synthesis of 2, 3-bis-organochalcogenyl-benzo[b]chalcogenophenes promoted by Oxone®. (3rd April 2019) - Perin, Gelson
Abstract : We report here an alternative and tunable metal-free synthesis of benzo[ b ]chalcogenophenes via the electrophilic cyclization of 2-functionalized chalcogenoalkynes promoted by Oxone®. Abstract : We report here an alternative and tunable metal-free synthesis of benzo[ b ]chalcogenophenes via the electrophilic cyclization of 2-functionalized chalcogenoalkynes promoted by Oxone®. The use of mild reaction conditions, efficiency and generality are characteristics of this new approach, which was suitable to convert different diselenides and 2-functionalized chalcogenoalkynes into a total of twenty-two 2, 3-bis-organochalcogenyl-benzo[ b ]chalcogenophenes, eighteen of which were synthesized for the first time. The new compound 2-(butylselanyl)-3-(phenylselanyl)benzofuran was used as a substrate in the Pd-catalyzed reaction with phenylacetylene to access the Sonogashira's coupling derivative in good yield.