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Synthesis of α-Ketoamides via Gold(I) Carbene Intermediates.
Wu, Zuo Zuo; Adak, Tapas; Dietl, Martin C; Wang, Tao; Hu, Chao; Shi, Hongwei; Krämer, Petra; Rudolph, Matthias; Rominger, Frank; Hashmi, A Stephen K.
  • Wu ZZ; Organisch-Chemisches Institut, Heidelberg University, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
  • Adak T; Organisch-Chemisches Institut, Heidelberg University, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
  • Dietl MC; Organisch-Chemisches Institut, Heidelberg University, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
  • Wang T; Organisch-Chemisches Institut, Heidelberg University, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
  • Hu C; Organisch-Chemisches Institut, Heidelberg University, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
  • Shi H; Organisch-Chemisches Institut, Heidelberg University, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
  • Krämer P; Organisch-Chemisches Institut, Heidelberg University, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
  • Rudolph M; Organisch-Chemisches Institut, Heidelberg University, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
  • Rominger F; Organisch-Chemisches Institut, Heidelberg University, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
  • Hashmi ASK; Organisch-Chemisches Institut, Heidelberg University, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
Org Lett ; 24(24): 4349-4353, 2022 06 24.
Article in English | MEDLINE | ID: covidwho-1890106
ABSTRACT
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.
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Full text: Available Collection: International databases Database: MEDLINE Main subject: Gold / Methane Language: English Journal: Org Lett Journal subject: Biochemistry Year: 2022 Document Type: Article Affiliation country: Acs.orglett.2c01489

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Full text: Available Collection: International databases Database: MEDLINE Main subject: Gold / Methane Language: English Journal: Org Lett Journal subject: Biochemistry Year: 2022 Document Type: Article Affiliation country: Acs.orglett.2c01489