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Radical generation enabled by photoinduced N–O bond fragmentation

Recent advances in synthetic chemistry have seen a resurgence in the development of methods for visible light-mediated radical generation. Herein, we report the development of a photoactive ester based on a quinoline N-oxide core structure, that provides a strong oxidant in its excited state. The he...

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Detalles Bibliográficos
Autores principales: McClain, Edward J., Wortman, Alan K., Stephenson, Corey R. J.
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/PMC9600408/
https://www.ncbi.nlm.nih.gov/pubmed/36349097
http://dx.doi.org/10.1039/d2sc02953g
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author McClain, Edward J.
Wortman, Alan K.
Stephenson, Corey R. J.
author_facet McClain, Edward J.
Wortman, Alan K.
Stephenson, Corey R. J.
author_sort McClain, Edward J.
collection PubMed
description Recent advances in synthetic chemistry have seen a resurgence in the development of methods for visible light-mediated radical generation. Herein, we report the development of a photoactive ester based on a quinoline N-oxide core structure, that provides a strong oxidant in its excited state. The heteroaromatic N-oxide provides access to primary, secondary, and tertiary radical intermediates, and its application toward the development of a photochemical Minisci alkylation is reported.
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spelling pubmed-96004082022-11-07 Radical generation enabled by photoinduced N–O bond fragmentation McClain, Edward J. Wortman, Alan K. Stephenson, Corey R. J. Chem Sci Chemistry Recent advances in synthetic chemistry have seen a resurgence in the development of methods for visible light-mediated radical generation. Herein, we report the development of a photoactive ester based on a quinoline N-oxide core structure, that provides a strong oxidant in its excited state. The heteroaromatic N-oxide provides access to primary, secondary, and tertiary radical intermediates, and its application toward the development of a photochemical Minisci alkylation is reported. The Royal Society of Chemistry 2022-09-14 /pmc/articles/PMC9600408/ /pubmed/36349097 http://dx.doi.org/10.1039/d2sc02953g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
McClain, Edward J.
Wortman, Alan K.
Stephenson, Corey R. J.
Radical generation enabled by photoinduced N–O bond fragmentation
title Radical generation enabled by photoinduced N–O bond fragmentation
title_full Radical generation enabled by photoinduced N–O bond fragmentation
title_fullStr Radical generation enabled by photoinduced N–O bond fragmentation
title_full_unstemmed Radical generation enabled by photoinduced N–O bond fragmentation
title_short Radical generation enabled by photoinduced N–O bond fragmentation
title_sort radical generation enabled by photoinduced n–o bond fragmentation
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9600408/
https://www.ncbi.nlm.nih.gov/pubmed/36349097
http://dx.doi.org/10.1039/d2sc02953g
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