Toluene derivatives as simple coupling precursors for cascade palladium-catalyzed oxidative C-H bond acylation of acetanilides.

Yinuo Wu, Pui Ying Choy, Fei Mao, Fuk Yee Kwong

State Key Laboratory of Chirosciences and Department of Applied Biology and Chemical Technology, The Hong Kong Polytechnic University, Hung Hom, Kowloon, Hong Kong.

Chemical communications (Cambridge, England) 2013 Jan 25

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A palladium-catalyzed cascade cross-coupling of acetanilide and toluene for the synthesis of ortho-acylacetanilide is described. Toluene derivatives can act as effective acyl precursors (upon sp(3)-C-H bond oxidation by a Pd/TBHP system) in the oxidative coupling between two C-H bonds. This dehydrogenative Pd-catalyzed ortho-acylation proceeds under mild reaction conditions.

Citation

Yinuo Wu, Pui Ying Choy, Fei Mao, Fuk Yee Kwong. Toluene derivatives as simple coupling precursors for cascade palladium-catalyzed oxidative C-H bond acylation of acetanilides. Chemical communications (Cambridge, England). 2013 Jan 25;49(7):689-91