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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...

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Detalles Bibliográficos
Autores principales: Li, Xiangting, Yuan, Xiaobin, Hu, Jiahao, Li, Yajun, Bao, Hongli
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
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.
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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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