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Synthesis of α-ketoamides via gold(I) carbene intermediates

α-Ketoamides have been found to be an important functional group in a broad spectrum of inhibitors such as the Corona virus and other viruses. Here we report an unprecedented gold-catalyzed 2-fold reaction of a bromoalkyne with anthranils. Hydrolysis of the initial product then directly leads to α-k...

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Bibliographic Details
Main Authors: Wu, Zuozuo (Author) , Adak, Tapas (Author) , Dietl, Martin C. (Author) , Wang, Tao (Author) , Hu, Chao (Author) , Shi, Hongwei (Author) , Krämer, Petra (Author) , Rudolph, Matthias (Author) , Rominger, Frank (Author) , Hashmi, A. Stephen K. (Author)
Format: Article (Journal)
Language:English
Published: June 14, 2022
In: Organic letters
Year: 2022, Volume: 24, Issue: 24, Pages: 4349-4353
ISSN:1523-7052
DOI:10.1021/acs.orglett.2c01489
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/acs.orglett.2c01489
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Author Notes:Zuo Zuo Wu, Tapas Adak, Martin C. Dietl, Tao Wang, Chao Hu, Hongwei Shi, Petra Krämer, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi
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Summary:α-Ketoamides have been found to be an important functional group in a broad spectrum of inhibitors such as the Corona virus and other viruses. Here we report an unprecedented gold-catalyzed 2-fold reaction of a bromoalkyne with anthranils. Hydrolysis of the initial product then directly leads to α-ketoamides. Water addition to the intermediate α-iminoimidoyl halides delivered α-ketoamides from a broad range of bromoalkynes.
Item Description:Gesehen am 17.08.2022
Physical Description:Online Resource
ISSN:1523-7052
DOI:10.1021/acs.orglett.2c01489

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