Three-component assembly of stabilized fluorescent isoindoles

RSC Adv. 2022 Mar 2;12(11):6947-6950. doi: 10.1039/d2ra00505k. eCollection 2022 Feb 22.

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.