160567-89-5Relevant articles and documents
Facile Synthesis and Isolation of Secondary Amines via a Sequential Titanium(IV)-Catalyzed Hydroamination and Palladium-Catalyzed Hydrogenation
Lui, Erica K. J.,Schafer, Laurel L.
supporting information, p. 713 - 718 (2016/03/09)
An atom economical and catalytic route for the synthesis of aryl- and alkyl-substituted secondary amines has been developed. Using a bis(amidate)bis(amido)titanium(IV) precatalyst, the hydroamination of terminal alkynes with a range of amines results in the selective formation of the anti-Markovnikov product. The crude enamine/imine mixtures are effectively hydrogenated using palladium on carbon (Pd/C) and H2 to afford the corresponding secondary amine in excellent yields. Simple work-up procedures allow for the isolation of pure compounds while avoiding purification via column chromatography.
Cyclisation of Carbinyl Radicals onto Imines and Hydrazones
Bowman, W. Russel,Stephenson, Peter T.,Terrett, Nicholas K.,Young, Adrian R.
, p. 6369 - 6372 (2007/10/02)
The regioselectivity of intramolecular addition of sp3 carbon-centered radicals onto C=N double bonds of imines and hydrazones is influenced by the position and polarisation of the C=N bond.
