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Updated: Sep 27, 2025

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
Three-component assembly of stabilized fluorescent isoindoles
Vladimir A Maslivetc1, James J La Clair2, Alexander Kornienko1
1Department of Chemistry and Biochemistry, Texas State University San Marcos Texas 78666 USA a_k76@txstate.edu.
Abstract:
The tandem addition of an amine and a thiol to an aromatic dialdehyde engages a selective three-component assembly of a fluorescent isoindole. While an attractive approach for diversity-based fluorophore discovery, isoindoles are typically unstable and present considerable challenges for their practical utility. We found that introduction of electron-withdrawing substituents into the dialdehyde component affords stable isoindole products in one step with acceptable yields and high purity.

