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Three-component assembly of stabilized fluorescent isoindoles

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 pract...

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Detalles Bibliográficos
Autores principales: Maslivetc, Vladimir A., La Clair, James J., Kornienko, Alexander
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8982182/
https://www.ncbi.nlm.nih.gov/pubmed/35424591
http://dx.doi.org/10.1039/d2ra00505k
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author Maslivetc, Vladimir A.
La Clair, James J.
Kornienko, Alexander
author_facet Maslivetc, Vladimir A.
La Clair, James J.
Kornienko, Alexander
author_sort Maslivetc, Vladimir A.
collection PubMed
description 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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spelling pubmed-89821822022-04-13 Three-component assembly of stabilized fluorescent isoindoles Maslivetc, Vladimir A. La Clair, James J. Kornienko, Alexander RSC Adv Chemistry 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. The Royal Society of Chemistry 2022-03-02 /pmc/articles/PMC8982182/ /pubmed/35424591 http://dx.doi.org/10.1039/d2ra00505k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Maslivetc, Vladimir A.
La Clair, James J.
Kornienko, Alexander
Three-component assembly of stabilized fluorescent isoindoles
title Three-component assembly of stabilized fluorescent isoindoles
title_full Three-component assembly of stabilized fluorescent isoindoles
title_fullStr Three-component assembly of stabilized fluorescent isoindoles
title_full_unstemmed Three-component assembly of stabilized fluorescent isoindoles
title_short Three-component assembly of stabilized fluorescent isoindoles
title_sort three-component assembly of stabilized fluorescent isoindoles
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8982182/
https://www.ncbi.nlm.nih.gov/pubmed/35424591
http://dx.doi.org/10.1039/d2ra00505k
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