Construction of highly congested quaternary carbon centers by NHC catalysis through dearomatization
A NHC-catalyzed hypervalent iodine reagents and transition-metal free redox-neutral dearomatization of phenols is reported. This protocol provides an efficient access for highly congested quaternatry carbon centers construction. It also features operationally simplicity, mild reaction conditions and...
Main Authors: | , , |
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Format: | Article |
Language: | English |
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KeAi Communications Co. Ltd.
2023-08-01
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Series: | Green Synthesis and Catalysis |
Subjects: | |
Online Access: | http://www.sciencedirect.com/science/article/pii/S2666554922000618 |
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author | Lixia Liu Cong-Ying Zhou Chengming Wang |
author_facet | Lixia Liu Cong-Ying Zhou Chengming Wang |
author_sort | Lixia Liu |
collection | DOAJ |
description | A NHC-catalyzed hypervalent iodine reagents and transition-metal free redox-neutral dearomatization of phenols is reported. This protocol provides an efficient access for highly congested quaternatry carbon centers construction. It also features operationally simplicity, mild reaction conditions and good functional group tolerance. Moreover, the reported procedure can be easily emplified to 1 g scale. Mechanism study reveals the dearomative transformation possibly undergoes a single electron transfer process with NHC radical cation as a reactive intermediate. |
first_indexed | 2024-03-12T13:51:25Z |
format | Article |
id | doaj.art-dd06b49cce4842deb9f0fefe666afd10 |
institution | Directory Open Access Journal |
issn | 2666-5549 |
language | English |
last_indexed | 2024-03-12T13:51:25Z |
publishDate | 2023-08-01 |
publisher | KeAi Communications Co. Ltd. |
record_format | Article |
series | Green Synthesis and Catalysis |
spelling | doaj.art-dd06b49cce4842deb9f0fefe666afd102023-08-23T04:34:23ZengKeAi Communications Co. Ltd.Green Synthesis and Catalysis2666-55492023-08-0143263267Construction of highly congested quaternary carbon centers by NHC catalysis through dearomatizationLixia Liu0Cong-Ying Zhou1Chengming Wang2College of Chemistry and Materials Science, Guangdong Provincial Key Laboratory of Functional Supramolecular Coordination Materials and Applications, Jinan University, Guangzhou 510632, ChinaCorresponding authors.; College of Chemistry and Materials Science, Guangdong Provincial Key Laboratory of Functional Supramolecular Coordination Materials and Applications, Jinan University, Guangzhou 510632, ChinaCorresponding authors.; College of Chemistry and Materials Science, Guangdong Provincial Key Laboratory of Functional Supramolecular Coordination Materials and Applications, Jinan University, Guangzhou 510632, ChinaA NHC-catalyzed hypervalent iodine reagents and transition-metal free redox-neutral dearomatization of phenols is reported. This protocol provides an efficient access for highly congested quaternatry carbon centers construction. It also features operationally simplicity, mild reaction conditions and good functional group tolerance. Moreover, the reported procedure can be easily emplified to 1 g scale. Mechanism study reveals the dearomative transformation possibly undergoes a single electron transfer process with NHC radical cation as a reactive intermediate.http://www.sciencedirect.com/science/article/pii/S2666554922000618NHCQuaternary carbon centerDearomatizationRadicalSET |
spellingShingle | Lixia Liu Cong-Ying Zhou Chengming Wang Construction of highly congested quaternary carbon centers by NHC catalysis through dearomatization Green Synthesis and Catalysis NHC Quaternary carbon center Dearomatization Radical SET |
title | Construction of highly congested quaternary carbon centers by NHC catalysis through dearomatization |
title_full | Construction of highly congested quaternary carbon centers by NHC catalysis through dearomatization |
title_fullStr | Construction of highly congested quaternary carbon centers by NHC catalysis through dearomatization |
title_full_unstemmed | Construction of highly congested quaternary carbon centers by NHC catalysis through dearomatization |
title_short | Construction of highly congested quaternary carbon centers by NHC catalysis through dearomatization |
title_sort | construction of highly congested quaternary carbon centers by nhc catalysis through dearomatization |
topic | NHC Quaternary carbon center Dearomatization Radical SET |
url | http://www.sciencedirect.com/science/article/pii/S2666554922000618 |
work_keys_str_mv | AT lixialiu constructionofhighlycongestedquaternarycarboncentersbynhccatalysisthroughdearomatization AT congyingzhou constructionofhighlycongestedquaternarycarboncentersbynhccatalysisthroughdearomatization AT chengmingwang constructionofhighlycongestedquaternarycarboncentersbynhccatalysisthroughdearomatization |