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Updated: Oct 21, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Efficient synthesis of isoindolones by intramolecular cyclisation of pyridinylbenzoic acids
Atena B Solea1,2, Sining Wang3, Xiao-Song Xue3
1University of Applied Sciences of Western Switzerland, HES-SO, HEIA-FR, Pérolles 80, CH-1705 Fribourg, Switzerland. olimpia.mamulasteiner@hefr.ch.
Abstract:
A straightforward one-pot method for the synthesis of unreported pyrido-[2,1-a]isoindolones in excellent yield is described. Two novel isoindolones were synthesized and fully characterized. The alkyl substituents on the pyridine play an important role in the outcome of the reaction. The mechanism, investigated through DFT calculations, features an unprecendented intramolecular cyclization reaction involving a carboxylic acid activated by tosyl chloride and an electron-poor pyridinic nitrogen. This protocol completes the known strategies to obtain functionalized isoindolones.
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