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Org Biomol Chem. 2018 Apr 4;16(14):2479-2488. doi: 10.1039/C8OB00135A.

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

Author information

1
Key Laboratory of the Ministry of Education for Medicinal Resources and Natural Pharmaceutical Chemistry, National Engineering Laboratory for Resource Development of Endangered Crude Drugs in Northwest of China, and School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi'an 710119, People's Republic of China. zhangzunting@sina.com.

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.

PMID:
29561054
DOI:
10.1039/C8OB00135A

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