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

Authors :
Yixuan He
Xinping Zhang
Haiyan Sun
Hongbin Zhai
Bin Cheng
Taimin Wang
Wei Xu
Jianguo Sun
Hui Li
Source :
The Journal of Organic Chemistry. 86:5265-5273
Publication Year :
2021
Publisher :
American Chemical Society (ACS), 2021.

Abstract

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.

Details

ISSN :
15206904 and 00223263
Volume :
86
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....ee396f24ada5474d6154b7797b05196a