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Iodine-Mediated Synthesis of 2-(Methylthio)-4H-chromen-4-ones and Study of Their Halogenation Reactions

Amr Elagamy, Ranjay Shaw, Chandan Shah and Ramendra Pratap*

*Department of Chemistry, University of Delhi, North Campus, Delhi, India, 110007, Email: rpratapchemistry.du.ac.in

A. Elagamy, R. Shaw, C. Shah, R. Pratap, J. Org. Chem., 2021, 86, 9478-9489.

DOI: 10.1021/acs.joc.1c00788


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Abstract

Iodine mediates an efficient synthesis of functionalized 2-(methylthio)-4H-chromen-4-ones by intramolecular cyclization of easily accessible 1-(2-benzyloxy-aryl)-3,3-bis-methylsulfanyl-propenones. 3-Halo-2-(methylthio)-4H-chromen-4-ones can be synthesized via various two- or one-pot halogenation approaches.

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proposed mechanism

Synthetic Utility of 2-(Methylthio)-4H-chromen-4-ones



Key Words

chromones


ID: J42-Y2021