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Direct arylation catalysis with chloro[8-(dimesitylboryl)quinoline-κN]copper(I)
We report direct arylation of arylhalides with unactivated sp(2) C–H bonds in benzene and naphthalene using a copper(I) catalyst featuring an ambiphilic ligand, (quinolin-8-yl)dimesitylborane. Direct arylation could be achieved with 0.2 mol % catalyst and 3 equivalents of base (KO(t-Bu)) at 80 °C to...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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Beilstein-Institut
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238606/ https://www.ncbi.nlm.nih.gov/pubmed/28144346 http://dx.doi.org/10.3762/bjoc.12.272 |
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author | Tamang, Sem Raj Hoefelmeyer, James D |
author_facet | Tamang, Sem Raj Hoefelmeyer, James D |
author_sort | Tamang, Sem Raj |
collection | PubMed |
description | We report direct arylation of arylhalides with unactivated sp(2) C–H bonds in benzene and naphthalene using a copper(I) catalyst featuring an ambiphilic ligand, (quinolin-8-yl)dimesitylborane. Direct arylation could be achieved with 0.2 mol % catalyst and 3 equivalents of base (KO(t-Bu)) at 80 °C to afford TON ≈160–190 over 40 hours. |
format | Online Article Text |
id | pubmed-5238606 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-52386062017-01-31 Direct arylation catalysis with chloro[8-(dimesitylboryl)quinoline-κN]copper(I) Tamang, Sem Raj Hoefelmeyer, James D Beilstein J Org Chem Full Research Paper We report direct arylation of arylhalides with unactivated sp(2) C–H bonds in benzene and naphthalene using a copper(I) catalyst featuring an ambiphilic ligand, (quinolin-8-yl)dimesitylborane. Direct arylation could be achieved with 0.2 mol % catalyst and 3 equivalents of base (KO(t-Bu)) at 80 °C to afford TON ≈160–190 over 40 hours. Beilstein-Institut 2016-12-15 /pmc/articles/PMC5238606/ /pubmed/28144346 http://dx.doi.org/10.3762/bjoc.12.272 Text en Copyright © 2016, Tamang and Hoefelmeyer https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms) |
spellingShingle | Full Research Paper Tamang, Sem Raj Hoefelmeyer, James D Direct arylation catalysis with chloro[8-(dimesitylboryl)quinoline-κN]copper(I) |
title | Direct arylation catalysis with chloro[8-(dimesitylboryl)quinoline-κN]copper(I) |
title_full | Direct arylation catalysis with chloro[8-(dimesitylboryl)quinoline-κN]copper(I) |
title_fullStr | Direct arylation catalysis with chloro[8-(dimesitylboryl)quinoline-κN]copper(I) |
title_full_unstemmed | Direct arylation catalysis with chloro[8-(dimesitylboryl)quinoline-κN]copper(I) |
title_short | Direct arylation catalysis with chloro[8-(dimesitylboryl)quinoline-κN]copper(I) |
title_sort | direct arylation catalysis with chloro[8-(dimesitylboryl)quinoline-κn]copper(i) |
topic | Full Research Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5238606/ https://www.ncbi.nlm.nih.gov/pubmed/28144346 http://dx.doi.org/10.3762/bjoc.12.272 |
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