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Metal-free site-selective C–H cyanoalkylation of 8-aminoquinoline and aniline-derived amides with azobisisobutyronitrile
Using K(2)S(2)O(8), an efficient and metal-free site-selective C–H cyanoalkylation of 8-aminoquinoline and aniline-derived amides with AIBN (azobisisobutyronitrile) was developed. Without any catalyst, various substrates and functional groups were compatible to afford corresponding products in moder...
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/PMC9041112/ https://www.ncbi.nlm.nih.gov/pubmed/35479854 http://dx.doi.org/10.1039/d1ra06013a |
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author | Zhao, Mengfei Qin, Zengxin Zhang, Kaixin Li, Jizhen |
author_facet | Zhao, Mengfei Qin, Zengxin Zhang, Kaixin Li, Jizhen |
author_sort | Zhao, Mengfei |
collection | PubMed |
description | Using K(2)S(2)O(8), an efficient and metal-free site-selective C–H cyanoalkylation of 8-aminoquinoline and aniline-derived amides with AIBN (azobisisobutyronitrile) was developed. Without any catalyst, various substrates and functional groups were compatible to afford corresponding products in moderate to high yields. A mechanism study displayed that a radical–radical coupling process was involved via the N-centered radical generation and delocalization of aryl amides. |
format | Online Article Text |
id | pubmed-9041112 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90411122022-04-26 Metal-free site-selective C–H cyanoalkylation of 8-aminoquinoline and aniline-derived amides with azobisisobutyronitrile Zhao, Mengfei Qin, Zengxin Zhang, Kaixin Li, Jizhen RSC Adv Chemistry Using K(2)S(2)O(8), an efficient and metal-free site-selective C–H cyanoalkylation of 8-aminoquinoline and aniline-derived amides with AIBN (azobisisobutyronitrile) was developed. Without any catalyst, various substrates and functional groups were compatible to afford corresponding products in moderate to high yields. A mechanism study displayed that a radical–radical coupling process was involved via the N-centered radical generation and delocalization of aryl amides. The Royal Society of Chemistry 2021-09-15 /pmc/articles/PMC9041112/ /pubmed/35479854 http://dx.doi.org/10.1039/d1ra06013a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Zhao, Mengfei Qin, Zengxin Zhang, Kaixin Li, Jizhen Metal-free site-selective C–H cyanoalkylation of 8-aminoquinoline and aniline-derived amides with azobisisobutyronitrile |
title | Metal-free site-selective C–H cyanoalkylation of 8-aminoquinoline and aniline-derived amides with azobisisobutyronitrile |
title_full | Metal-free site-selective C–H cyanoalkylation of 8-aminoquinoline and aniline-derived amides with azobisisobutyronitrile |
title_fullStr | Metal-free site-selective C–H cyanoalkylation of 8-aminoquinoline and aniline-derived amides with azobisisobutyronitrile |
title_full_unstemmed | Metal-free site-selective C–H cyanoalkylation of 8-aminoquinoline and aniline-derived amides with azobisisobutyronitrile |
title_short | Metal-free site-selective C–H cyanoalkylation of 8-aminoquinoline and aniline-derived amides with azobisisobutyronitrile |
title_sort | metal-free site-selective c–h cyanoalkylation of 8-aminoquinoline and aniline-derived amides with azobisisobutyronitrile |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9041112/ https://www.ncbi.nlm.nih.gov/pubmed/35479854 http://dx.doi.org/10.1039/d1ra06013a |
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