An Example of Total Synthesis of Flavones by Heck-Sonogashira-Cassar Reaction

Armandodoriano      Bianco; Claudia      Cavarischia; Marcella      Guiso; Teresa      Matini

doi:10.2174/157017808784049542

Abstract

The use of aryl vinyl ketones in the Heck reaction for the synthesis of flavonoids was previously described. Herein we present our preliminary study on the reactivity of aroyl alkynes or propargyl alcohols in the Heck-Sonogashira- Cassar coupling reactions to obtain alkynyl precursors of flavones. This procedure envisaged a general protocol for the synthesis of variously substituted flavones.

Keywords: Heck-Sonogashira-Cassar reactions, aryl-alkynyl ketones, propargyl alcohols, flavones, palladium

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Letters in Organic Chemistry

Title: An Example of Total Synthesis of Flavones by Heck-Sonogashira-Cassar Reaction

Volume: 5 Issue: 4

Author(s): Armandodoriano Bianco, Claudia Cavarischia, Marcella Guiso and Teresa Matini

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Keywords: Heck-Sonogashira-Cassar reactions, aryl-alkynyl ketones, propargyl alcohols, flavones, palladium

Abstract: The use of aryl vinyl ketones in the Heck reaction for the synthesis of flavonoids was previously described. Herein we present our preliminary study on the reactivity of aroyl alkynes or propargyl alcohols in the Heck-Sonogashira- Cassar coupling reactions to obtain alkynyl precursors of flavones. This procedure envisaged a general protocol for the synthesis of variously substituted flavones.

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Bianco Armandodoriano, Cavarischia Claudia, Guiso Marcella and Matini Teresa, An Example of Total Synthesis of Flavones by Heck-Sonogashira-Cassar Reaction, Letters in Organic Chemistry 2008; 5 (4) . https://dx.doi.org/10.2174/157017808784049542