Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols

Achieving selective meta-functionalization of phenols is a significant challenge. Accessing such compounds generally needs elevated temperature or incorporation of complex templates. Here, we report a general approach to achieve meta-arylated phenols with a simple and common directing group. This co...

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Main Authors: Maraswami, Manikantha, Hirao, Hajime, Loh, Teck-Peng
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2022
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Online Access:https://hdl.handle.net/10356/159979
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1599792022-07-07T01:42:23Z Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols Maraswami, Manikantha Hirao, Hajime Loh, Teck-Peng School of Physical and Mathematical Sciences Science::Chemistry Carbamates Phenols Achieving selective meta-functionalization of phenols is a significant challenge. Accessing such compounds generally needs elevated temperature or incorporation of complex templates. Here, we report a general approach to achieve meta-arylated phenols with a simple and common directing group. This coppercatalyzed protocol proceeds with complete meta-selectivity and tolerates a variety of functional groups in both coupling partners. Computational studies have revealed that the reaction proceeded via a Heck-like pathway. Ministry of Education (MOE) Nanyang Technological University We gratefully acknowledge the financial support from Northwestern Polytechnical University (NPU), China, Tier 1 grant M4012045.110 (RG12/18-S) from the Ministry of Education of Singapore and Distinguished University Professor grant, Nanyang Technological University, Singapore. 2022-07-07T01:42:23Z 2022-07-07T01:42:23Z 2021 Journal Article Maraswami, M., Hirao, H. & Loh, T. (2021). Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols. ACS Catalysis, 11(4), 2302-2309. https://dx.doi.org/10.1021/acscatal.0c05481 2155-5435 https://hdl.handle.net/10356/159979 10.1021/acscatal.0c05481 2-s2.0-85101054343 4 11 2302 2309 en M4012045.110 (RG12/18-S) ACS Catalysis © 2021 American Chemical Society. All rights reserved.
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
topic Science::Chemistry
Carbamates
Phenols
spellingShingle Science::Chemistry
Carbamates
Phenols
Maraswami, Manikantha
Hirao, Hajime
Loh, Teck-Peng
Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols
description Achieving selective meta-functionalization of phenols is a significant challenge. Accessing such compounds generally needs elevated temperature or incorporation of complex templates. Here, we report a general approach to achieve meta-arylated phenols with a simple and common directing group. This coppercatalyzed protocol proceeds with complete meta-selectivity and tolerates a variety of functional groups in both coupling partners. Computational studies have revealed that the reaction proceeded via a Heck-like pathway.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Maraswami, Manikantha
Hirao, Hajime
Loh, Teck-Peng
format Article
author Maraswami, Manikantha
Hirao, Hajime
Loh, Teck-Peng
author_sort Maraswami, Manikantha
title Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols
title_short Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols
title_full Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols
title_fullStr Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols
title_full_unstemmed Copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols
title_sort copper-catalyzed meta-selective arylation of phenol derivatives: an easy access to m-aryl phenols
publishDate 2022
url https://hdl.handle.net/10356/159979
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