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Catalytic Chan–Lam coupling using a ‘tube-in-tube’ reactor to deliver molecular oxygen as an oxidant

A flow system to perform Chan–Lam coupling reactions of various amines and arylboronic acids has been realised employing molecular oxygen as an oxidant for the re-oxidation of the copper catalyst enabling a catalytic process. A tube-in-tube gas reactor has been used to simplify the delivery of the o...

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Autores principales: Mallia, Carl J, Burton, Paul M, Smith, Alexander M R, Walter, Gary C, Baxendale, Ian R
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4979635/
https://www.ncbi.nlm.nih.gov/pubmed/27559412
http://dx.doi.org/10.3762/bjoc.12.156
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author Mallia, Carl J
Burton, Paul M
Smith, Alexander M R
Walter, Gary C
Baxendale, Ian R
author_facet Mallia, Carl J
Burton, Paul M
Smith, Alexander M R
Walter, Gary C
Baxendale, Ian R
author_sort Mallia, Carl J
collection PubMed
description A flow system to perform Chan–Lam coupling reactions of various amines and arylboronic acids has been realised employing molecular oxygen as an oxidant for the re-oxidation of the copper catalyst enabling a catalytic process. A tube-in-tube gas reactor has been used to simplify the delivery of the oxygen accelerating the optimisation phase and allowing easy access to elevated pressures. A small exemplification library of heteroaromatic products has been prepared and the process has been shown to be robust over extended reaction times.
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spelling pubmed-49796352016-08-24 Catalytic Chan–Lam coupling using a ‘tube-in-tube’ reactor to deliver molecular oxygen as an oxidant Mallia, Carl J Burton, Paul M Smith, Alexander M R Walter, Gary C Baxendale, Ian R Beilstein J Org Chem Full Research Paper A flow system to perform Chan–Lam coupling reactions of various amines and arylboronic acids has been realised employing molecular oxygen as an oxidant for the re-oxidation of the copper catalyst enabling a catalytic process. A tube-in-tube gas reactor has been used to simplify the delivery of the oxygen accelerating the optimisation phase and allowing easy access to elevated pressures. A small exemplification library of heteroaromatic products has been prepared and the process has been shown to be robust over extended reaction times. Beilstein-Institut 2016-07-26 /pmc/articles/PMC4979635/ /pubmed/27559412 http://dx.doi.org/10.3762/bjoc.12.156 Text en Copyright © 2016, Mallia et al. https://creativecommons.org/licenses/by/2.0https://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/2.0), 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
Mallia, Carl J
Burton, Paul M
Smith, Alexander M R
Walter, Gary C
Baxendale, Ian R
Catalytic Chan–Lam coupling using a ‘tube-in-tube’ reactor to deliver molecular oxygen as an oxidant
title Catalytic Chan–Lam coupling using a ‘tube-in-tube’ reactor to deliver molecular oxygen as an oxidant
title_full Catalytic Chan–Lam coupling using a ‘tube-in-tube’ reactor to deliver molecular oxygen as an oxidant
title_fullStr Catalytic Chan–Lam coupling using a ‘tube-in-tube’ reactor to deliver molecular oxygen as an oxidant
title_full_unstemmed Catalytic Chan–Lam coupling using a ‘tube-in-tube’ reactor to deliver molecular oxygen as an oxidant
title_short Catalytic Chan–Lam coupling using a ‘tube-in-tube’ reactor to deliver molecular oxygen as an oxidant
title_sort catalytic chan–lam coupling using a ‘tube-in-tube’ reactor to deliver molecular oxygen as an oxidant
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4979635/
https://www.ncbi.nlm.nih.gov/pubmed/27559412
http://dx.doi.org/10.3762/bjoc.12.156
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