Great efforts have been devoted to synthesizing dithioethers due to their unique pharmaceutical properties. While significant success has been achieved in the synthesis of 1,1-dithioethers and 1,2-dithioethers, a concise and efficient strategy for the direct construction of 1,3-dithioethers has not yet been established. Herein, we developed a palladium-catalyzed thiomethylthiolation of allenes with dithioacetals to access a wide range of 1,3-dithioethers through the simultaneous construction of one carbon-carbon bond and one carbon-sulfur bond. A dithioacetal-coordinated cationic palladium complex was isolated and characterized, which was considered the crucial intermediate for this palladium-catalyzed transformation.
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Palladium-Catalyzed Insertion of Allenes into Dithioacetals To Access 1,3-Dithioethers.
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State Key Laboratory of Precision and Intelligent Chemistry, Department of Chemistry, University of Science and Technology of China, Hefei 230026, People's Republic of China.
Great efforts have been devoted to synthesizing dithioethers due to their unique pharmaceutical properties. While significant success has been achieved in the synthesis of 1,1-dithioethers and 1,2-dithioethers, a concise and efficient strategy for the direct construction of 1,3-dithioethers has not yet been established. Herein, we developed a palladium-catalyzed thiomethylthiolation of allenes with dithioacetals to access a wide range of 1,3-dithioethers through the simultaneous construction of one carbon-carbon bond and one carbon-sulfur bond.
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