157428-86-9Relevant articles and documents
The Stereochemistry of Organometallic Compounds. XL. Rhodium-Catalysed Reactions of Hydrogen and Carbon Monoxide with Alkenylanilines
Anastasiou, Despina,Campi, Eva M.,Chaouk, Hassan,Fallon, Gary D.,Jackson, W. Roy,et al.
, p. 1043 - 1060 (2007/10/02)
Rhodium-catalysed reactions of o- or p-cyano-N-allylanilines with H2/CO give N-arylpyrrolidine aldehydes resulting from a double hydroformylation sequence.In contrast reactions of o- or p-methyl-N-allylanilines or N-allylaniline itself with H2/CO give 'dimeric' compounds resulting from self-condensation reactions of an initially formed hydroformylation product together with varying amounts of the double hydroformylation product.Similar reactions of o-cyano-N-but-3-enylanilines give low yields of double hydroformylation products and major products arising from hydrogenation or cross coupling of intermediate enamines.The structure of one of these products, N-2-cyanophenyl-5-(N'-2-cyanophenyl-3-methylpyrrolidin-2-yl)-1,2,3,4-tetrahydropyridine (17) (IUPAC name: 2--1,2,3,4-tetrahydropyridin-1-yl>benzonitrile) was confirmed by an X-ray single-crystal structure determination.