Cobalt-Catalyzed ortho-Alkylation of Secondary Benzamide with Alkyl Chloride through Directed C−H Bond Activation

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Abstract

Coupling of an alkyl chloride with a secondary benzamide derivative at the ortho-position can be achieved in good to excellent yield in the presence of a cobalt catalyst and cyclohexylmagnesium chloride in diethyl ether at room temperature. Cyclohexylmagnesium chloride formally acts to remove hydrogen atoms from the amide nitrogen and from the ortho-position and to generate the active cobalt species.

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