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Radical Decarboxylative Carbon–Nitrogen Bond Formation
The carbon–nitrogen bond is one of the most prevalent chemical bonds in natural and artificial molecules, as many naturally existing organic molecules, pharmaceuticals, agrochemicals, and functional materials contain at least one nitrogen atom. Radical decarboxylative carbon–nitrogen bond formation...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10223573/ https://www.ncbi.nlm.nih.gov/pubmed/37241989 http://dx.doi.org/10.3390/molecules28104249 |
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author | Li, Xiangting Yuan, Xiaobin Hu, Jiahao Li, Yajun Bao, Hongli |
author_facet | Li, Xiangting Yuan, Xiaobin Hu, Jiahao Li, Yajun Bao, Hongli |
author_sort | Li, Xiangting |
collection | PubMed |
description | The carbon–nitrogen bond is one of the most prevalent chemical bonds in natural and artificial molecules, as many naturally existing organic molecules, pharmaceuticals, agrochemicals, and functional materials contain at least one nitrogen atom. Radical decarboxylative carbon–nitrogen bond formation from readily available carboxylic acids and their derivatives has emerged as an attractive and valuable tool in modern synthetic chemistry. The promising achievements in this research topic have been demonstrated via utilizing this strategy in the synthesis of complex natural products. In this review, we will cover carbon–nitrogen bond formation via radical decarboxylation of carboxylic acids, Barton esters, MPDOC esters, N–hydroxyphthalimide esters (NHP esters), oxime esters, aryliodine(III) dicarboxylates, and others, respectively. This review aims to bring readers a comprehensive survey of the development in this rapidly expanding field. We hope that this review will emphasize the knowledge, highlight the proposed mechanisms, and further disclose the fascinating features in modern synthetic applications. |
format | Online Article Text |
id | pubmed-10223573 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-102235732023-05-28 Radical Decarboxylative Carbon–Nitrogen Bond Formation Li, Xiangting Yuan, Xiaobin Hu, Jiahao Li, Yajun Bao, Hongli Molecules Review The carbon–nitrogen bond is one of the most prevalent chemical bonds in natural and artificial molecules, as many naturally existing organic molecules, pharmaceuticals, agrochemicals, and functional materials contain at least one nitrogen atom. Radical decarboxylative carbon–nitrogen bond formation from readily available carboxylic acids and their derivatives has emerged as an attractive and valuable tool in modern synthetic chemistry. The promising achievements in this research topic have been demonstrated via utilizing this strategy in the synthesis of complex natural products. In this review, we will cover carbon–nitrogen bond formation via radical decarboxylation of carboxylic acids, Barton esters, MPDOC esters, N–hydroxyphthalimide esters (NHP esters), oxime esters, aryliodine(III) dicarboxylates, and others, respectively. This review aims to bring readers a comprehensive survey of the development in this rapidly expanding field. We hope that this review will emphasize the knowledge, highlight the proposed mechanisms, and further disclose the fascinating features in modern synthetic applications. MDPI 2023-05-22 /pmc/articles/PMC10223573/ /pubmed/37241989 http://dx.doi.org/10.3390/molecules28104249 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Review Li, Xiangting Yuan, Xiaobin Hu, Jiahao Li, Yajun Bao, Hongli Radical Decarboxylative Carbon–Nitrogen Bond Formation |
title | Radical Decarboxylative Carbon–Nitrogen Bond Formation |
title_full | Radical Decarboxylative Carbon–Nitrogen Bond Formation |
title_fullStr | Radical Decarboxylative Carbon–Nitrogen Bond Formation |
title_full_unstemmed | Radical Decarboxylative Carbon–Nitrogen Bond Formation |
title_short | Radical Decarboxylative Carbon–Nitrogen Bond Formation |
title_sort | radical decarboxylative carbon–nitrogen bond formation |
topic | Review |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10223573/ https://www.ncbi.nlm.nih.gov/pubmed/37241989 http://dx.doi.org/10.3390/molecules28104249 |
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