353260-90-9Relevant academic research and scientific papers
Palladium-Catalyzed Synthesis of Benzothiophenes via Cross-Dehydrogenative Coupling of 4-Arylthiocoumarins and Pyrones
Zhang, Jin,Zhuang, Yuyu,Ma, Yangmin,Yang, Xiufang,Szostak, Michal
, p. 5709 - 5714 (2019)
Benzothiophenes represent a pivotal class of sulfur heterocycles and their synthesis has attracted significant attention to generate bioactive scaffolds. Herein, we report a convergent, atom- and step-economic method for the synthesis benzothiophenes by cross-dehydrogenative coupling (CDC) of 4-arylthiocoumarins in good to excellent yields. We further demonstrate cross-dehydrogenative coupling of 4-arylthio-2-pyrones to afford alternative substitution of benzothiophenes. The presence of a labile ester carbonyl moiety provides functional handle for further functionalization by coumarin deconstruction. Most crucially, the manuscript demonstrates that the use of readily accessible templated synthesis has a significant potential for the rapid assembly of sulfur heterocycles by dehydrogenative coupling mechanism.
Direct sulfanylation of 4-hydroxycoumarins with thiols in water
Peng, Yi-Yuan,Wen, Yanfang,Mao, Xuechun,Qiu, Guanyinsheng
experimental part, p. 2405 - 2406 (2009/07/26)
The direct sulfanylation of 4-hydroxycoumarins with thiols via C-OH bond activation in water under mild conditions is described, which afforded the corresponding 4-sulfanylcoumarins in good yields.
