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Updated: Jun 18, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Gold(I)-Catalyzed Functionalization of Pyrrole Derivatives: Stereoselective Synthesis of 7,8-Disubstituted
Alexis Truchon1, Mila Gorodnichy1, Sandra Olivero1
1Université Côte d'Azur, Institut de Chimie de Nice, Valrose Park, 06108 Nice Cedex 2, France.
Abstract:
A gold-catalyzed cycloisomerization/nucleophilic addition/C-O rearrangement was developed starting from readily available pyrrole precursors. This efficient synthesis of 7,8-dihydroindolizin-6(5H)-ones (with the creation of new C-C and C-O bonds) allows access to key intermediates for the synthesis of natural and biologically active molecules. The functionalization process was independently optimized for both carbon and oxygen nucleophiles, and the versatility of this methodology was established by the synthesis of 36 different pyrrole derivatives (yields up to 90%).
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