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Note | Regular issue | Vol 81, No. 11, 2010, pp.2609-2616
Published online, 7th September, 2010
DOI: 10.3987/COM-10-12040
Regioselectivity in Direct Arylation of Benzanilide Possessing Oxygen Substituents in the Benzoyl Part Using Palladium without Phosphine Ligand

Takashi Harayama,* Chie Nagura, Taeko Miyagoe, Yuko Kawata, Hitoshi Abe, and Yasuo Takeuchi

*Faculty of Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University, 1314-1 Shido, Sanuki City, Kagawa 769-2193, Japan


The direct arylation of benzanilide (1) possessing ether oxygen(s) in benzoyl part was examined under phosphine ligand-free conditions, which afforded ortho-product (2) and para-product (3) in very similar ratio to presence of P(o-Tol)3 conditions. This results suggest that bulkiness of palladium under phosphine-free conditions would be comparable to that of P(o-Tol)3 conditions.