title: α-Arylation of Ketimines with Aryl Sulfides at a Low Palladium Catalyst Loading.
abstract: Instead of using aryl halides, aryl sulfides, typically poisonous to transition-metal catalysts, were found to serve as aryl electrophiles in the catalytic α-arylation of ketimines, a class of carbonyl derivatives. Low catalyst loadings (down to 0.5 mol %) of a palladium-NHC complex are sufficient for efficient arylation. α-Arylated ketimine products are useful for the synthesis of various azaarenes, including 2,3-diarylpyrroles, an indole, and pyrrolediones.
authors.affiliation: Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto, 606-8502, Japan.
authors.forename: Ke
authors.initials: K
authors.lastname: Gao
authors.affiliation: Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto, 606-8502, Japan. yori@kuchem.kyoto-u.ac.jp.
authors.forename: Hideki
authors.initials: H
authors.lastname: Yorimitsu
authors.affiliation: Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto, 606-8502, Japan.
authors.forename: Atsuhiro
authors.initials: A
authors.lastname: Osuka
keywords: C−S bond cleavage; aryl sulfides; homogeneous catalysis; palladium; α-arylation