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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...
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/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. |
format | Online Article Text |
id | pubmed-9600408 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT mcclainedwardj radicalgenerationenabledbyphotoinducednobondfragmentation AT wortmanalank radicalgenerationenabledbyphotoinducednobondfragmentation AT stephensoncoreyrj radicalgenerationenabledbyphotoinducednobondfragmentation |