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Photochemical C–H Arylation of Napthoquinones Using Eosin Y
[Image: see text] A visible-light-mediated C–H arylation of substituted 1,4-napthoquinones (1,4-SNQ) and 1,2-napthoquinone (1,2-NQ) with diazonium salt using a photocatalyst eosin Y at room temperature in a single step (isolated yield of ≥75%) is described in this report. The rate-determining step o...
| Autores principales: | , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
American Chemical Society
2022
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| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9475624/ https://www.ncbi.nlm.nih.gov/pubmed/36119980 http://dx.doi.org/10.1021/acsomega.2c04289 |
| _version_ | 1784789950303043584 |
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| author | Nagar, Bhawana Dhar, Basab Bijayi |
| author_facet | Nagar, Bhawana Dhar, Basab Bijayi |
| author_sort | Nagar, Bhawana |
| collection | PubMed |
| description | [Image: see text] A visible-light-mediated C–H arylation of substituted 1,4-napthoquinones (1,4-SNQ) and 1,2-napthoquinone (1,2-NQ) with diazonium salt using a photocatalyst eosin Y at room temperature in a single step (isolated yield of ≥75%) is described in this report. The rate-determining step of the reaction is aryl radical generation, which was trapped by high-resolution mass spectrometry. Cost-effectiveness, operational simplicity, a short reaction time, high atom economy, and a good yield make this photoredox-mediated process a valuable alternative to the transition-metal (Fe, Cu, Pd, etc.)-catalyzed reaction. |
| format | Online Article Text |
| id | pubmed-9475624 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2022 |
| publisher | American Chemical Society |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-94756242022-09-16 Photochemical C–H Arylation of Napthoquinones Using Eosin Y Nagar, Bhawana Dhar, Basab Bijayi ACS Omega [Image: see text] A visible-light-mediated C–H arylation of substituted 1,4-napthoquinones (1,4-SNQ) and 1,2-napthoquinone (1,2-NQ) with diazonium salt using a photocatalyst eosin Y at room temperature in a single step (isolated yield of ≥75%) is described in this report. The rate-determining step of the reaction is aryl radical generation, which was trapped by high-resolution mass spectrometry. Cost-effectiveness, operational simplicity, a short reaction time, high atom economy, and a good yield make this photoredox-mediated process a valuable alternative to the transition-metal (Fe, Cu, Pd, etc.)-catalyzed reaction. American Chemical Society 2022-08-31 /pmc/articles/PMC9475624/ /pubmed/36119980 http://dx.doi.org/10.1021/acsomega.2c04289 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
| spellingShingle | Nagar, Bhawana Dhar, Basab Bijayi Photochemical C–H Arylation of Napthoquinones Using Eosin Y |
| title | Photochemical C–H
Arylation of Napthoquinones
Using Eosin Y |
| title_full | Photochemical C–H
Arylation of Napthoquinones
Using Eosin Y |
| title_fullStr | Photochemical C–H
Arylation of Napthoquinones
Using Eosin Y |
| title_full_unstemmed | Photochemical C–H
Arylation of Napthoquinones
Using Eosin Y |
| title_short | Photochemical C–H
Arylation of Napthoquinones
Using Eosin Y |
| title_sort | photochemical c–h
arylation of napthoquinones
using eosin y |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9475624/ https://www.ncbi.nlm.nih.gov/pubmed/36119980 http://dx.doi.org/10.1021/acsomega.2c04289 |
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