Synthesis of 1,3,4-Thiadiazoles and 1,4,2-Oxathiazoles from α-Enolic Dithioesters and Active 1,3-Dipoles.

Bin Cheng, Hui Li, Jianguo Sun, Xinping Zhang, Yixuan He, Haiyan Sun, Wei Xu, Taimin Wang, Hongbin Zhai

The Journal of organic chemistry 2021 Apr 02

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The synthesis of two kinds of five-membered organosulfur heterocycles (i.e., 1,4,2-oxathiazoles and 1,3,4-thiadiazoles) from α-enolic dithioesters with active 1,3-dipoles (nitrile oxides and nitrilimines) generated in situ was achieved under mild reaction conditions. This transformation further expands the synthetic application of α-enolic dithioesters as the sulfur-containing building blocks.

Citation

Bin Cheng, Hui Li, Jianguo Sun, Xinping Zhang, Yixuan He, Haiyan Sun, Wei Xu, Taimin Wang, Hongbin Zhai. Synthesis of 1,3,4-Thiadiazoles and 1,4,2-Oxathiazoles from α-Enolic Dithioesters and Active 1,3-Dipoles. The Journal of organic chemistry. 2021 Apr 02;86(7):5265-5273