We report herein the synthesis of exo-chalcogenated methylene chroman-3-ones via palladium-catalyzed intramolecular acyl-chalcogenation of alkyne with thio- and selenoesters. Chalcogen containing tetrasubstituted alkenes are obtained stereoselectively. This protocol tolerates various functional groups and heterocycles, affording the chroman-3-one products in moderate-to-good yields.
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Construction of Chalcogenated Methylene Chroman-3-ones via Palladium-Catalyzed Carbocyclization.
J Org Chem
June 2023
CAS Key Laboratory of Receptor Research, State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
We report herein the synthesis of exo-chalcogenated methylene chroman-3-ones via palladium-catalyzed intramolecular acyl-chalcogenation of alkyne with thio- and selenoesters. Chalcogen containing tetrasubstituted alkenes are obtained stereoselectively. This protocol tolerates various functional groups and heterocycles, affording the chroman-3-one products in moderate-to-good yields.
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