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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Main Authors: Blessing D. Mkhonazi, Euphrent M. Mabila, Paseka T. Moshapo
Format: Article
Language:English
Published: Georg Thieme Verlag KG 2022-09-01
Series:SynOpen
Subjects:
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.
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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
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AT euphrentmmabila palladiumcatalysedreductiveaminocarbonylationofarylbromidesandiodideswithnitroarenes
AT pasekatmoshapo palladiumcatalysedreductiveaminocarbonylationofarylbromidesandiodideswithnitroarenes