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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...

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Autores principales: Tamang, Sem Raj, Hoefelmeyer, James D
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
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.
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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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