144434-67-3Relevant academic research and scientific papers
Synthesis of Benzimidazoles Containing a Fused Alicyclic Ring By Rhodium - Catalysed Hydroformylation of N-Alkenyl-1,2-diaminobenzenes
Anastasiou, Despina,Campi, Eva M.,Chaouk, Hassan,Jackson, W. Roy
, p. 7467 - 7478 (1992)
Rhodium-catalysed reactions of N-alkenyl-1,2-diaminobenzenes (3) with hydrogen and carbon monoxide give benzimidazoles containing a fused alicyclic ring ((8) and (9)) in excellent yields.In some cases intermediate bicyclic compounds can be isolated and the 1H and 13C n.m.r. spectra of one of these, the 3,4,5,6-tetrahydro-4-methyl-3H-1,6-benzodiazocine (6), shows evidence for unusual atropisomerism.
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.
