4.6 Article

Three-component assembly of stabilized fluorescent isoindoles

Journal

RSC ADVANCES
Volume 12, Issue 11, Pages 6947-6950

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2ra00505k

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Stable isoindole products can be synthesized in one step with acceptable yields and high purity by introducing electron-withdrawing substituents.
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.

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