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Three-component assembly of stabilized fluorescent isoindoles.


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.

SUBMITTER: Maslivetc VA 

PROVIDER: S-EPMC8982182 | biostudies-literature | 2022 Feb

REPOSITORIES: biostudies-literature

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Three-component assembly of stabilized fluorescent isoindoles.

Maslivetc Vladimir A VA   La Clair James J JJ   Kornienko Alexander A  

RSC advances 20220201 11


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. ...[more]

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