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Issue 14, 2018
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One-pot synthesis of 3-fluoroflavones via 1-(2-hydroxyphenyl)-3-phenylpropane-1,3-diones and selectfluor at room temperature

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Abstract

A concise and efficient one-pot strategy to synthesize 3-fluoroflavones was developed. 1-(2-Hydroxyphenyl)-3-phenylpropane-1,3-diones were fluorinated using selectfluor with a small amount of CH3CN at room temperature, followed by cyclization and dehydration in the presence of a trace amount of conc. H2SO4 to provide 3-fluoroflavones. The desired 3-fluoroflavone analogues were obtained in moderate to excellent yields. This strategy tolerated a wide range of functional groups and did not need sophisticated instruments or tedious substrate preparation.

Graphical abstract: One-pot synthesis of 3-fluoroflavones via 1-(2-hydroxyphenyl)-3-phenylpropane-1,3-diones and selectfluor at room temperature

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Publication details

The article was received on 17 Jan 2018, accepted on 13 Mar 2018 and first published on 16 Mar 2018


Article type: Paper
DOI: 10.1039/C8OB00135A
Org. Biomol. Chem., 2018,16, 2479-2488

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    One-pot synthesis of 3-fluoroflavones via 1-(2-hydroxyphenyl)-3-phenylpropane-1,3-diones and selectfluor at room temperature

    R. Wang, J. Han, C. Li, J. Zhang, Y. Liang, T. Wang and Z. Zhang, Org. Biomol. Chem., 2018, 16, 2479
    DOI: 10.1039/C8OB00135A

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