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Synthesis of α-Ketoamides via Gold(I) Carbene Intermediates.

Zuo Zuo WuTapas AdakMartin C DietlTao WangChao HuHongwei ShiPetra KrämerMatthias RudolphFrank RomingerA Stephen K Hashmi
Published in: Organic letters (2022)
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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