Palladium-Catalyzed Amide N–C Hiyama Cross-Coupling: Synthesis of Ketones

N-Acylglutarimides and arylsiloxanes reacted in the presence of Pd­(OAc)2/PCy3, Et3N·3HF, and LiOAc to provide the corresponding arylketones in good yields. Aryl-, vinyl-, and alkyl-substituted N-acylglutarimides showed good activity in the coupling reactions of arylsiloxanes. The reaction had a bro...

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Published in:Organic letters 2020-12, Vol.22 (23), p.9190-9195
Main Authors: Idris, Muhammad Aliyu, Lee, Sunwoo
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Language:English
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description N-Acylglutarimides and arylsiloxanes reacted in the presence of Pd­(OAc)2/PCy3, Et3N·3HF, and LiOAc to provide the corresponding arylketones in good yields. Aryl-, vinyl-, and alkyl-substituted N-acylglutarimides showed good activity in the coupling reactions of arylsiloxanes. The reaction had a broad substrate scope and showed good functional group tolerance. N-Benzoylsuccinimide and N-protected N-phenylbenzamides showed good activities in coupling reactions with phenylsiloxane. The employment of CuF2 as an activor afforded the decarbonylative products at 160 °C.
doi_str_mv 10.1021/acs.orglett.0c03260
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title Palladium-Catalyzed Amide N–C Hiyama Cross-Coupling: Synthesis of Ketones
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