Sakaguchi Satoshi, Mizuta Tomoya, Ishii Yasutaka
Department of Applied Chemistry, Faculty of Engineering, Kansai University, Suita, Osaka 564-8680, Japan.
Org Lett. 2006 Jun 8;8(12):2459-62. doi: 10.1021/ol060578z.
A new reductive coupling reaction of secondary amines, aldehydes, and alkynes using an iridium complex as catalyst has been developed. For example, dibutylamine was allowed to react with butyraldehyde and 1-octyne in 1,4-dioxane at 50 degrees C under the influence of a catalytic amount of IrCl(cod) to give the corresponding allylamines such as N,N-dibutyl-2-butylideneoctylamine and N,N-2-tributyl-2-octenylamine in excellent yields. [reaction: see text]