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...
| Main Authors: | , , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
| Published: |
2022
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| Online Access: | https://hdl.handle.net/10356/159979 |
| _version_ | 1824454888432599040 |
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| author | Maraswami, Manikantha Hirao, Hajime Loh, Teck-Peng |
| author2 | School of Physical and Mathematical Sciences |
| author_facet | School of Physical and Mathematical Sciences Maraswami, Manikantha Hirao, Hajime Loh, Teck-Peng |
| author_sort | Maraswami, Manikantha |
| collection | NTU |
| 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. |
| first_indexed | 2025-02-19T03:29:28Z |
| format | Journal Article |
| id | ntu-10356/159979 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2025-02-19T03:29:28Z |
| publishDate | 2022 |
| record_format | dspace |
| spelling | ntu-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. |
| 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 |
| title | 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_short | 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 |
| topic | Science::Chemistry Carbamates Phenols |
| url | https://hdl.handle.net/10356/159979 |
| work_keys_str_mv | AT maraswamimanikantha coppercatalyzedmetaselectivearylationofphenolderivativesaneasyaccesstomarylphenols AT hiraohajime coppercatalyzedmetaselectivearylationofphenolderivativesaneasyaccesstomarylphenols AT lohteckpeng coppercatalyzedmetaselectivearylationofphenolderivativesaneasyaccesstomarylphenols |