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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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

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

Volume 4, Issue 5, 2007

Page: [344 - 351] Pages: 8

DOI: 10.2174/157017807781212030

Price: $65

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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