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Updated: Oct 13, 2025

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
Palladium-Catalyzed ortho-C(sp2)-H Silylation of Aromatic Ketones Using an Aminooxyamide Auxiliary
Jianhua Li1, Meiying Ding1, Chao Jiang1
1School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing, Jiangsu 210094, China.
Abstract:
A palladium-catalyzed direct and selective ortho-C(sp2)-H silylation of aromatic ketones has been achieved using an aminooxyamide auxiliary. The reaction tolerates various orth-, meta-, and para- substituents on the aromatic ring and can be applied to thiophenyl and vinyl ketones. The ortho-C(sp2)-H bond was monosilylated selectively in comparison with other aromatic C-H bonds, benzyl or allylic C(sp3)-H bonds, and acidic α-C(sp3)-H bonds. The aminooxyamide auxiliary can be easily installed and readily removed after the silylation reaction. The resulting ortho-silyl aromatic ketone derivatives are potentially useful building blocks for organic synthesis.
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