A dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades

A divergent strategy for the remote arylation, vinylation and alkylation of nitriles is described. These processes proceed through the photoredox generation of a cyclic iminyl radical and its following ring-opening reaction. The distal nitrile radical is then engaged in nickel-based catalytic cycles...

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Detalles Bibliográficos
Autores principales: Dauncey, Elizabeth M., Dighe, Shashikant U., Douglas, James J., Leonori, Daniele
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7053659/
https://www.ncbi.nlm.nih.gov/pubmed/32180920
http://dx.doi.org/10.1039/c9sc02616a
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author Dauncey, Elizabeth M.
Dighe, Shashikant U.
Douglas, James J.
Leonori, Daniele
author_facet Dauncey, Elizabeth M.
Dighe, Shashikant U.
Douglas, James J.
Leonori, Daniele
author_sort Dauncey, Elizabeth M.
collection PubMed
description A divergent strategy for the remote arylation, vinylation and alkylation of nitriles is described. These processes proceed through the photoredox generation of a cyclic iminyl radical and its following ring-opening reaction. The distal nitrile radical is then engaged in nickel-based catalytic cycles to form C–C bonds with aryl bromides, alkynes and alkyl bromides.
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spelling pubmed-70536592020-03-16 A dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades Dauncey, Elizabeth M. Dighe, Shashikant U. Douglas, James J. Leonori, Daniele Chem Sci Chemistry A divergent strategy for the remote arylation, vinylation and alkylation of nitriles is described. These processes proceed through the photoredox generation of a cyclic iminyl radical and its following ring-opening reaction. The distal nitrile radical is then engaged in nickel-based catalytic cycles to form C–C bonds with aryl bromides, alkynes and alkyl bromides. Royal Society of Chemistry 2019-06-27 /pmc/articles/PMC7053659/ /pubmed/32180920 http://dx.doi.org/10.1039/c9sc02616a Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Dauncey, Elizabeth M.
Dighe, Shashikant U.
Douglas, James J.
Leonori, Daniele
A dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades
title A dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades
title_full A dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades
title_fullStr A dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades
title_full_unstemmed A dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades
title_short A dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades
title_sort dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7053659/
https://www.ncbi.nlm.nih.gov/pubmed/32180920
http://dx.doi.org/10.1039/c9sc02616a
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