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Copper-catalyzed synthesis of β-boryl cyclopropanes via 1,2-borocyclopropanation of aryl olefins with CO as the C1 source
Cyclopropane represents one of the most critical rings and has been found present in various bioactive compounds, especially in clinical medicines. It can be synthesized by the reaction of olefins with diazo-derived carbenoids which are potentially hazardous. Carbonylation is a powerful tool for syn...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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The Royal Society of Chemistry
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10231323/ https://www.ncbi.nlm.nih.gov/pubmed/37265722 http://dx.doi.org/10.1039/d3sc01090b |
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author | Geng, Hui-Qing Wu, Xiao-Feng |
author_facet | Geng, Hui-Qing Wu, Xiao-Feng |
author_sort | Geng, Hui-Qing |
collection | PubMed |
description | Cyclopropane represents one of the most critical rings and has been found present in various bioactive compounds, especially in clinical medicines. It can be synthesized by the reaction of olefins with diazo-derived carbenoids which are potentially hazardous. Carbonylation is a powerful tool for synthesizing carbonylated or carbon-extended compounds. In this communication, we describe a straightforward approach for synthesizing β-boryl cyclopropane derivatives catalyzed by an inexpensive copper catalyst with CO as the C1 source. This reaction was mediated by an in situ generated carbene intermediate and afforded a wide range of cyclopropane-containing organoboron compounds in moderate to good yields. |
format | Online Article Text |
id | pubmed-10231323 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-102313232023-06-01 Copper-catalyzed synthesis of β-boryl cyclopropanes via 1,2-borocyclopropanation of aryl olefins with CO as the C1 source Geng, Hui-Qing Wu, Xiao-Feng Chem Sci Chemistry Cyclopropane represents one of the most critical rings and has been found present in various bioactive compounds, especially in clinical medicines. It can be synthesized by the reaction of olefins with diazo-derived carbenoids which are potentially hazardous. Carbonylation is a powerful tool for synthesizing carbonylated or carbon-extended compounds. In this communication, we describe a straightforward approach for synthesizing β-boryl cyclopropane derivatives catalyzed by an inexpensive copper catalyst with CO as the C1 source. This reaction was mediated by an in situ generated carbene intermediate and afforded a wide range of cyclopropane-containing organoboron compounds in moderate to good yields. The Royal Society of Chemistry 2023-05-05 /pmc/articles/PMC10231323/ /pubmed/37265722 http://dx.doi.org/10.1039/d3sc01090b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Geng, Hui-Qing Wu, Xiao-Feng Copper-catalyzed synthesis of β-boryl cyclopropanes via 1,2-borocyclopropanation of aryl olefins with CO as the C1 source |
title | Copper-catalyzed synthesis of β-boryl cyclopropanes via 1,2-borocyclopropanation of aryl olefins with CO as the C1 source |
title_full | Copper-catalyzed synthesis of β-boryl cyclopropanes via 1,2-borocyclopropanation of aryl olefins with CO as the C1 source |
title_fullStr | Copper-catalyzed synthesis of β-boryl cyclopropanes via 1,2-borocyclopropanation of aryl olefins with CO as the C1 source |
title_full_unstemmed | Copper-catalyzed synthesis of β-boryl cyclopropanes via 1,2-borocyclopropanation of aryl olefins with CO as the C1 source |
title_short | Copper-catalyzed synthesis of β-boryl cyclopropanes via 1,2-borocyclopropanation of aryl olefins with CO as the C1 source |
title_sort | copper-catalyzed synthesis of β-boryl cyclopropanes via 1,2-borocyclopropanation of aryl olefins with co as the c1 source |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10231323/ https://www.ncbi.nlm.nih.gov/pubmed/37265722 http://dx.doi.org/10.1039/d3sc01090b |
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