Nickel-catalyzed formation of a carbon-nitrogen bond at the beta position of saturated ketones.
Gone fishing: When propiophenone and related ethyl ketones are treated with morpholine in the presence of K(3)PO(4), chlorobenzene, and [Ni(cod)(2)]/PMe(3) catalyst, a carbon-nitrogen bond is formed selectively at the beta position (see scheme; cod = cycloocta-1,5-diene). Secondary amines were employed as substrates to give the corresponding beta-enaminones.
Ueno
Satoshi
S
Department of Chemistry, Graduate School of Sciences, Kyushu University, 6-10-1 Hakozaki, Higashi-ku, Fukuoka 812-8581, Japan. ueno@chem.kyushu-univ.jp
Shimizu
Ryosuke
R
Kuwano
Ryoichi
R