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

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

Chemical communications (Cambridge, England) (2012-12-12)
Yinuo Wu, Pui Ying Choy, Fei Mao, Fuk Yee Kwong
ABSTRACT

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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Acetanilide, 99%