Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 14, Pages 9478-9489Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c00788
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- Department of Biotechnology (DBT), Ministry of Science and Technology, India
- The World Academy of Science (TWAS)
- University of Delhi
- ICMR
- CSIR
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An efficient iodine-mediated method has been developed for the synthesis of functionalized 2-(methylthio)-4H-chromen-4-ones, which serve as key precursors for various chemical reactions. Mechanistically, the intramolecular cyclization of ketene dithioacetal was observed to proceed through a radical pathway. 3-Halo-2-(methylthio)-4H-chromen-4-ones were obtained via various two- or one-pot halogenation approaches.
An efficient iodine-mediated method is developed for the synthesis of functionalized 2-(methylthio)-4H-chromen-4-ones by intramolecular cyclization of easily accessible 1-(2-benzyloxy-aryl)-3,3-bis-methylsulfanyl-propenones. The synthesized chromen-4-ones turn out to be a key precursor for various kinds of chemical reactions. Mechanistically, we observed that iodine-mediated intramolecular cyclization of ketene dithioacetal proceeded through a radical pathway. 3-Halo-2-(methylthio)-4H-chromen-4-ones were achieved via various two- or one-pot halogenation approaches.
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