Palladium-Catalysed Reductive Aminocarbonylation of Aryl Bromides and Iodides with Nitroarenes
Amide functional groups are a structural feature in a vast array of beneficial organic molecules. This has resulted in a surge in new methodologies developed to enable access to this functional group using a broad range of coupling partners. Herein, we report a palladium-catalysed reductive aminocar...
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Format: | Article |
Language: | English |
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Georg Thieme Verlag KG
2022-09-01
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Series: | SynOpen |
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Online Access: | http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1720041 |
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author | Blessing D. Mkhonazi Euphrent M. Mabila Paseka T. Moshapo |
author_facet | Blessing D. Mkhonazi Euphrent M. Mabila Paseka T. Moshapo |
author_sort | Blessing D. Mkhonazi |
collection | DOAJ |
description | Amide functional groups are a structural feature in a vast array of beneficial organic molecules. This has resulted in a surge in new methodologies developed to enable access to this functional group using a broad range of coupling partners. Herein, we report a palladium-catalysed reductive aminocarbonylation of aryl bromides and iodides with nitroarenes to afford the respective amide products. The developed protocol employs Mo(CO)6 as a carbonyl source and a combination of Zn and TMSCl as co-reducing agents. For most substrates, the anticipated amide products were obtained in modest to high amide product yields. |
first_indexed | 2024-04-12T20:30:22Z |
format | Article |
id | doaj.art-3dbe5072b4a148e2a31e7fddc5d2f2c2 |
institution | Directory Open Access Journal |
issn | 2509-9396 |
language | English |
last_indexed | 2024-04-12T20:30:22Z |
publishDate | 2022-09-01 |
publisher | Georg Thieme Verlag KG |
record_format | Article |
series | SynOpen |
spelling | doaj.art-3dbe5072b4a148e2a31e7fddc5d2f2c22022-12-22T03:17:46ZengGeorg Thieme Verlag KGSynOpen2509-93962022-09-01060321121810.1055/s-0040-1720041Palladium-Catalysed Reductive Aminocarbonylation of Aryl Bromides and Iodides with NitroarenesBlessing D. MkhonaziEuphrent M. MabilaPaseka T. MoshapoAmide functional groups are a structural feature in a vast array of beneficial organic molecules. This has resulted in a surge in new methodologies developed to enable access to this functional group using a broad range of coupling partners. Herein, we report a palladium-catalysed reductive aminocarbonylation of aryl bromides and iodides with nitroarenes to afford the respective amide products. The developed protocol employs Mo(CO)6 as a carbonyl source and a combination of Zn and TMSCl as co-reducing agents. For most substrates, the anticipated amide products were obtained in modest to high amide product yields.http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1720041amidesreductive aminocarbonylationpalladiumnitroarenesc–n bond formation |
spellingShingle | Blessing D. Mkhonazi Euphrent M. Mabila Paseka T. Moshapo Palladium-Catalysed Reductive Aminocarbonylation of Aryl Bromides and Iodides with Nitroarenes SynOpen amides reductive aminocarbonylation palladium nitroarenes c–n bond formation |
title | Palladium-Catalysed Reductive Aminocarbonylation of Aryl Bromides and Iodides with Nitroarenes |
title_full | Palladium-Catalysed Reductive Aminocarbonylation of Aryl Bromides and Iodides with Nitroarenes |
title_fullStr | Palladium-Catalysed Reductive Aminocarbonylation of Aryl Bromides and Iodides with Nitroarenes |
title_full_unstemmed | Palladium-Catalysed Reductive Aminocarbonylation of Aryl Bromides and Iodides with Nitroarenes |
title_short | Palladium-Catalysed Reductive Aminocarbonylation of Aryl Bromides and Iodides with Nitroarenes |
title_sort | palladium catalysed reductive aminocarbonylation of aryl bromides and iodides with nitroarenes |
topic | amides reductive aminocarbonylation palladium nitroarenes c–n bond formation |
url | http://www.thieme-connect.de/DOI/DOI?10.1055/s-0040-1720041 |
work_keys_str_mv | AT blessingdmkhonazi palladiumcatalysedreductiveaminocarbonylationofarylbromidesandiodideswithnitroarenes AT euphrentmmabila palladiumcatalysedreductiveaminocarbonylationofarylbromidesandiodideswithnitroarenes AT pasekatmoshapo palladiumcatalysedreductiveaminocarbonylationofarylbromidesandiodideswithnitroarenes |