A Domino Oxidation/Arylation/Protodecarboxylation Reaction of Salicylaldehydes: Expanded Access to meta‐Arylphenols

A method that allows salicylaldehydes to be efficiently transformed into meta‐arylated phenol derivatives through a cascade oxidation/arylation/protodecarboxylation sequence is presented. We demonstrate that the aldehyde functional group can be used as a convenient removable directing group to contr...

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Detalles Bibliográficos
Autores principales: Luo, Junfei, Preciado, Sara, Araromi, Solomon Olatokunbo, Larrosa, Igor
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2015
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4744983/
https://www.ncbi.nlm.nih.gov/pubmed/26097094
http://dx.doi.org/10.1002/asia.201500506
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author Luo, Junfei
Preciado, Sara
Araromi, Solomon Olatokunbo
Larrosa, Igor
author_facet Luo, Junfei
Preciado, Sara
Araromi, Solomon Olatokunbo
Larrosa, Igor
author_sort Luo, Junfei
collection PubMed
description A method that allows salicylaldehydes to be efficiently transformed into meta‐arylated phenol derivatives through a cascade oxidation/arylation/protodecarboxylation sequence is presented. We demonstrate that the aldehyde functional group can be used as a convenient removable directing group to control site selectivity in C−H activation. Aldehydes are easily introduced into the starting materials and the group is readily cleaved after the C−H functionalization event.
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spelling pubmed-47449832016-07-08 A Domino Oxidation/Arylation/Protodecarboxylation Reaction of Salicylaldehydes: Expanded Access to meta‐Arylphenols Luo, Junfei Preciado, Sara Araromi, Solomon Olatokunbo Larrosa, Igor Chem Asian J Communications A method that allows salicylaldehydes to be efficiently transformed into meta‐arylated phenol derivatives through a cascade oxidation/arylation/protodecarboxylation sequence is presented. We demonstrate that the aldehyde functional group can be used as a convenient removable directing group to control site selectivity in C−H activation. Aldehydes are easily introduced into the starting materials and the group is readily cleaved after the C−H functionalization event. John Wiley and Sons Inc. 2015-06-25 2016-02-04 /pmc/articles/PMC4744983/ /pubmed/26097094 http://dx.doi.org/10.1002/asia.201500506 Text en © 2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution (http://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Luo, Junfei
Preciado, Sara
Araromi, Solomon Olatokunbo
Larrosa, Igor
A Domino Oxidation/Arylation/Protodecarboxylation Reaction of Salicylaldehydes: Expanded Access to meta‐Arylphenols
title A Domino Oxidation/Arylation/Protodecarboxylation Reaction of Salicylaldehydes: Expanded Access to meta‐Arylphenols
title_full A Domino Oxidation/Arylation/Protodecarboxylation Reaction of Salicylaldehydes: Expanded Access to meta‐Arylphenols
title_fullStr A Domino Oxidation/Arylation/Protodecarboxylation Reaction of Salicylaldehydes: Expanded Access to meta‐Arylphenols
title_full_unstemmed A Domino Oxidation/Arylation/Protodecarboxylation Reaction of Salicylaldehydes: Expanded Access to meta‐Arylphenols
title_short A Domino Oxidation/Arylation/Protodecarboxylation Reaction of Salicylaldehydes: Expanded Access to meta‐Arylphenols
title_sort domino oxidation/arylation/protodecarboxylation reaction of salicylaldehydes: expanded access to meta‐arylphenols
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4744983/
https://www.ncbi.nlm.nih.gov/pubmed/26097094
http://dx.doi.org/10.1002/asia.201500506
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