Unique effects of sulfur and water on the syntheses of thiaheterocycles
Dong-Qing Sun
College of Chemistry and Chemical Engineering, Graduate University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China
Search for more papers by this authorCorresponding Author
Jing-Kui Yang
College of Chemistry and Chemical Engineering, Graduate University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China
College of Chemistry and Chemical Engineering, Graduate University of Chinese Academy of Sciences, Beijing 100049, People's Republic of ChinaSearch for more papers by this authorDong-Qing Sun
College of Chemistry and Chemical Engineering, Graduate University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China
Search for more papers by this authorCorresponding Author
Jing-Kui Yang
College of Chemistry and Chemical Engineering, Graduate University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China
College of Chemistry and Chemical Engineering, Graduate University of Chinese Academy of Sciences, Beijing 100049, People's Republic of ChinaSearch for more papers by this authorAbstract
A series of thiaheterocycles were produced by the reaction of diethyl 2,3-dibromomaleate or diethyl 2,3-dibromofumarate with different sulfides without any catalyst. The major products shifted in different conditions. Water was found playing a key role in the generation of carbon–carbon single bonds. Meanwhile, the addition of sulfur could accelerate the reaction and greatly improve the yield of certain products. In addition, unusual, broad single peaks were found in 13C NMR spectra of some compounds. © 2011 Wiley Periodicals, Inc. Heteroatom Chem 23:84–90, 2012; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20755
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