Synthesis of 3-(Azolylmethylene)Chroman-4-ones via Addition of Indoles and N-Methylpyrrole to 3-(Polyfluoroacyl)Chromones

Author(s): Vyacheslav Ya. Sosnovskikh, Roman A. Irgashev.

Journal Name: Letters in Organic Chemistry

Volume 4 , Issue 5 , 2007

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Abstract:

Reactions of 3-(polyfluoroacyl)chromones with indole and N-methylindole in refluxing pyridine and Nmethylpyrrole under solvent-free conditions proceed at the C(2) atom of the chromone system with pyrone ring opening and subsequent cyclization to 2-hydroxy-3-(indol-3-ylmethylene- or pyrrol-2-ylmethylene)-2-(polyfluoroalkyl)chroman- 4-ones in good yields. Treatment of these compounds with morpholine gives trans-indolyl(pyrrolyl)chalcones.

Keywords: 3-(Polyfluoroacyl)chromones, indoles, N-methylpyrrole, 3-(azolylmethylene)chroman-4-ones, azolylchalcones

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Article Details

VOLUME: 4
ISSUE: 5
Year: 2007
Page: [344 - 351]
Pages: 8
DOI: 10.2174/157017807781212030
Price: $65