Robust NHC-palladacycles-catalyzed Suzuki−Miyaura cross-coupling of amides via C-N activation
Robust NHC-palladacycles (NHC = N-heterocyclic carbene) were synthesized and exhibited high catalytic activity towards Suzuki−Miyaura cross-coupling reactions between inactive amides with N-acetyl/benzyl substituents and aryl boronic acids, producing diverse ketones in good to excellent yields. This...
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doaj-28d0136a987e4517b339bbb3f4aed7072021-10-05T04:21:25ZengKeAi Communications Co. Ltd.Green Synthesis and Catalysis2666-55492020-06-01117578Robust NHC-palladacycles-catalyzed Suzuki−Miyaura cross-coupling of amides via C-N activationQinyue Deng0Qingshu Zheng1Bin Zuo2Tao Tu3Department of Chemistry, Fudan University, Shanghai 200438, China; College of Science, University of Shanghai for Science and Technology, Shanghai 200093, ChinaDepartment of Chemistry, Fudan University, Shanghai 200438, ChinaCollege of Science, University of Shanghai for Science and Technology, Shanghai 200093, ChinaDepartment of Chemistry, Fudan University, Shanghai 200438, China; Corresponding author.Robust NHC-palladacycles (NHC = N-heterocyclic carbene) were synthesized and exhibited high catalytic activity towards Suzuki−Miyaura cross-coupling reactions between inactive amides with N-acetyl/benzyl substituents and aryl boronic acids, producing diverse ketones in good to excellent yields. This unprecedented and practical palladacycles-catalyzed Suzuki−Miyaura cross-coupling of amides with boronic acids via selective C-N bond activation was attributed to the strong σ-donor and weak π-acceptor properties of acenaphthoimidazolylidene, which may highlight their potential in other challenging coupling transformations involving inactive amides.http://www.sciencedirect.com/science/article/pii/S2666554920300089Aryl boronic acidsC-N activationInactive amidesNHC-PalladacycleSuzuki−Miyaura cross-coupling |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Qinyue Deng Qingshu Zheng Bin Zuo Tao Tu |
spellingShingle |
Qinyue Deng Qingshu Zheng Bin Zuo Tao Tu Robust NHC-palladacycles-catalyzed Suzuki−Miyaura cross-coupling of amides via C-N activation Green Synthesis and Catalysis Aryl boronic acids C-N activation Inactive amides NHC-Palladacycle Suzuki−Miyaura cross-coupling |
author_facet |
Qinyue Deng Qingshu Zheng Bin Zuo Tao Tu |
author_sort |
Qinyue Deng |
title |
Robust NHC-palladacycles-catalyzed Suzuki−Miyaura cross-coupling of amides via C-N activation |
title_short |
Robust NHC-palladacycles-catalyzed Suzuki−Miyaura cross-coupling of amides via C-N activation |
title_full |
Robust NHC-palladacycles-catalyzed Suzuki−Miyaura cross-coupling of amides via C-N activation |
title_fullStr |
Robust NHC-palladacycles-catalyzed Suzuki−Miyaura cross-coupling of amides via C-N activation |
title_full_unstemmed |
Robust NHC-palladacycles-catalyzed Suzuki−Miyaura cross-coupling of amides via C-N activation |
title_sort |
robust nhc-palladacycles-catalyzed suzuki−miyaura cross-coupling of amides via c-n activation |
publisher |
KeAi Communications Co. Ltd. |
series |
Green Synthesis and Catalysis |
issn |
2666-5549 |
publishDate |
2020-06-01 |
description |
Robust NHC-palladacycles (NHC = N-heterocyclic carbene) were synthesized and exhibited high catalytic activity towards Suzuki−Miyaura cross-coupling reactions between inactive amides with N-acetyl/benzyl substituents and aryl boronic acids, producing diverse ketones in good to excellent yields. This unprecedented and practical palladacycles-catalyzed Suzuki−Miyaura cross-coupling of amides with boronic acids via selective C-N bond activation was attributed to the strong σ-donor and weak π-acceptor properties of acenaphthoimidazolylidene, which may highlight their potential in other challenging coupling transformations involving inactive amides. |
topic |
Aryl boronic acids C-N activation Inactive amides NHC-Palladacycle Suzuki−Miyaura cross-coupling |
url |
http://www.sciencedirect.com/science/article/pii/S2666554920300089 |
work_keys_str_mv |
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_version_ |
1716843565059932160 |