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

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.

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