Do T.H., Phaenok S., Soorukram D., Modjinou T., Grande D., Nguyen T.T.T., Nguyen T.B. Synthesis of Thioureas, Thioamides, and Aza-Heterocycles via Dimethyl-Sulfoxide-Promoted Oxidative Condensation of Sulfur, Malonic Acids, and Amines. Organic letters Vol.25 No.34 (2023) , 6322-6327. 6327. doi:10.1021/acs.orglett.3c02247 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/89587
Title
Synthesis of Thioureas, Thioamides, and Aza-Heterocycles via Dimethyl-Sulfoxide-Promoted Oxidative Condensation of Sulfur, Malonic Acids, and Amines
Malonic acid and derivatives have been well-known to undergo monodecarboxylation under relatively mild conditions and have been exclusively used as a C2 synthon. We report herein their new application as a C1 synthon via double decarboxylation promoted by sulfur and dimethyl sulfoxide. In the presence of amines as nucleophiles, a wide range of thioureas and thioamides as well as N-heterocycles were obtained in good to excellent yields under mild heating conditions.
