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A highly selective decarboxylative deuteration of carboxylic acids
In this paper, we report a mild and practical method for precise deuteration of aliphatic carboxylic acids by synergistic photoredox and HAT catalysis. The reaction delivers excellent D-incorporation (up to 99%) at predicted sites even in substrates bearing reactive C–H bonds or versatile functional...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8179560/ https://www.ncbi.nlm.nih.gov/pubmed/34163771 http://dx.doi.org/10.1039/d1sc00528f |
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author | Li, Nian Ning, Yunyun Wu, Xiaopeng Xie, Jin Li, Weipeng Zhu, Chengjian |
author_facet | Li, Nian Ning, Yunyun Wu, Xiaopeng Xie, Jin Li, Weipeng Zhu, Chengjian |
author_sort | Li, Nian |
collection | PubMed |
description | In this paper, we report a mild and practical method for precise deuteration of aliphatic carboxylic acids by synergistic photoredox and HAT catalysis. The reaction delivers excellent D-incorporation (up to 99%) at predicted sites even in substrates bearing reactive C–H bonds or versatile functional groups. The use of a recirculation reactor with a peristaltic pump supports a scalable preparative ability (up to 50 mmol) under very mild reaction conditions. The practical and precise deuteration of readily available complex carboxylic acids makes this protocol promising for the preparation of deuterium-labelled compounds. |
format | Online Article Text |
id | pubmed-8179560 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-81795602021-06-22 A highly selective decarboxylative deuteration of carboxylic acids Li, Nian Ning, Yunyun Wu, Xiaopeng Xie, Jin Li, Weipeng Zhu, Chengjian Chem Sci Chemistry In this paper, we report a mild and practical method for precise deuteration of aliphatic carboxylic acids by synergistic photoredox and HAT catalysis. The reaction delivers excellent D-incorporation (up to 99%) at predicted sites even in substrates bearing reactive C–H bonds or versatile functional groups. The use of a recirculation reactor with a peristaltic pump supports a scalable preparative ability (up to 50 mmol) under very mild reaction conditions. The practical and precise deuteration of readily available complex carboxylic acids makes this protocol promising for the preparation of deuterium-labelled compounds. The Royal Society of Chemistry 2021-03-03 /pmc/articles/PMC8179560/ /pubmed/34163771 http://dx.doi.org/10.1039/d1sc00528f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Li, Nian Ning, Yunyun Wu, Xiaopeng Xie, Jin Li, Weipeng Zhu, Chengjian A highly selective decarboxylative deuteration of carboxylic acids |
title | A highly selective decarboxylative deuteration of carboxylic acids |
title_full | A highly selective decarboxylative deuteration of carboxylic acids |
title_fullStr | A highly selective decarboxylative deuteration of carboxylic acids |
title_full_unstemmed | A highly selective decarboxylative deuteration of carboxylic acids |
title_short | A highly selective decarboxylative deuteration of carboxylic acids |
title_sort | highly selective decarboxylative deuteration of carboxylic acids |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8179560/ https://www.ncbi.nlm.nih.gov/pubmed/34163771 http://dx.doi.org/10.1039/d1sc00528f |
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