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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...

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Detalles Bibliográficos
Autores principales: Zhao, Mengfei, Qin, Zengxin, Zhang, Kaixin, Li, Jizhen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
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.
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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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