Practical and economic lithiations of functionalized arenes and heteroarenes using Cy(2)NLi in the presence of Mg, Zn or La halides in a continuous flow

The economic amide base lithium dicyclohexylamide (Cy(2)NLi) allows fast and convenient (40 s, 0 °C) in situ trapping flow metalations of a broad range of functionalized arenes, heteroarenes and acrylate derivatives in the presence of various metal salts (ZnCl(2)·2LiCl, MgCl(2), LaCl(3)·2LiCl). The...

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Autores principales: Becker, Matthias R., Ganiek, Maximilian A., Knochel, Paul
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2015
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5802273/
https://www.ncbi.nlm.nih.gov/pubmed/29435214
http://dx.doi.org/10.1039/c5sc02558c
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author Becker, Matthias R.
Ganiek, Maximilian A.
Knochel, Paul
author_facet Becker, Matthias R.
Ganiek, Maximilian A.
Knochel, Paul
author_sort Becker, Matthias R.
collection PubMed
description The economic amide base lithium dicyclohexylamide (Cy(2)NLi) allows fast and convenient (40 s, 0 °C) in situ trapping flow metalations of a broad range of functionalized arenes, heteroarenes and acrylate derivatives in the presence of various metal salts (ZnCl(2)·2LiCl, MgCl(2), LaCl(3)·2LiCl). The resulting Zn-, Mg- or La-organometallic intermediates are trapped with various electrophiles in high yields. These flow metalations are easily scaled-up without further optimization.
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spelling pubmed-58022732018-02-12 Practical and economic lithiations of functionalized arenes and heteroarenes using Cy(2)NLi in the presence of Mg, Zn or La halides in a continuous flow Becker, Matthias R. Ganiek, Maximilian A. Knochel, Paul Chem Sci Chemistry The economic amide base lithium dicyclohexylamide (Cy(2)NLi) allows fast and convenient (40 s, 0 °C) in situ trapping flow metalations of a broad range of functionalized arenes, heteroarenes and acrylate derivatives in the presence of various metal salts (ZnCl(2)·2LiCl, MgCl(2), LaCl(3)·2LiCl). The resulting Zn-, Mg- or La-organometallic intermediates are trapped with various electrophiles in high yields. These flow metalations are easily scaled-up without further optimization. Royal Society of Chemistry 2015-11-01 2015-08-10 /pmc/articles/PMC5802273/ /pubmed/29435214 http://dx.doi.org/10.1039/c5sc02558c Text en This journal is © The Royal Society of Chemistry 2015 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Becker, Matthias R.
Ganiek, Maximilian A.
Knochel, Paul
Practical and economic lithiations of functionalized arenes and heteroarenes using Cy(2)NLi in the presence of Mg, Zn or La halides in a continuous flow
title Practical and economic lithiations of functionalized arenes and heteroarenes using Cy(2)NLi in the presence of Mg, Zn or La halides in a continuous flow
title_full Practical and economic lithiations of functionalized arenes and heteroarenes using Cy(2)NLi in the presence of Mg, Zn or La halides in a continuous flow
title_fullStr Practical and economic lithiations of functionalized arenes and heteroarenes using Cy(2)NLi in the presence of Mg, Zn or La halides in a continuous flow
title_full_unstemmed Practical and economic lithiations of functionalized arenes and heteroarenes using Cy(2)NLi in the presence of Mg, Zn or La halides in a continuous flow
title_short Practical and economic lithiations of functionalized arenes and heteroarenes using Cy(2)NLi in the presence of Mg, Zn or La halides in a continuous flow
title_sort practical and economic lithiations of functionalized arenes and heteroarenes using cy(2)nli in the presence of mg, zn or la halides in a continuous flow
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5802273/
https://www.ncbi.nlm.nih.gov/pubmed/29435214
http://dx.doi.org/10.1039/c5sc02558c
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