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
Letters in Organic Chemistry
Title: Synthesis of 3-(Azolylmethylene)Chroman-4-ones via Addition of Indoles and N-Methylpyrrole to 3-(Polyfluoroacyl)Chromones
Volume: 4 Issue: 5
Author(s): Vyacheslav Ya. Sosnovskikh and Roman A. Irgashev
Affiliation:
Keywords: 3-(Polyfluoroacyl)chromones, indoles, N-methylpyrrole, 3-(azolylmethylene)chroman-4-ones, azolylchalcones
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.
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Cite this article as:
Vyacheslav Ya. Sosnovskikh and Roman A. Irgashev , Synthesis of 3-(Azolylmethylene)Chroman-4-ones via Addition of Indoles and N-Methylpyrrole to 3-(Polyfluoroacyl)Chromones, Letters in Organic Chemistry 2007; 4 (5) . https://dx.doi.org/10.2174/157017807781212030
DOI https://dx.doi.org/10.2174/157017807781212030 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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