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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...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2022
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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. |
format | Online Article Text |
id | pubmed-8982182 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT maslivetcvladimira threecomponentassemblyofstabilizedfluorescentisoindoles AT laclairjamesj threecomponentassemblyofstabilizedfluorescentisoindoles AT kornienkoalexander threecomponentassemblyofstabilizedfluorescentisoindoles |