78870-47-0Relevant academic research and scientific papers
Reusable gold(I) catalysts with unique regioselectivity for intermolecular hydroamination of alkynes
Leyva, Antonio,Corma, Avelino
supporting information; experimental part, p. 2876 - 2886 (2010/03/25)
Two gold(I) phosphine complexes bearing the low-coordinating bis(trifluoromethanesulfonyl)- imidate ligand, namely AuSPhosNTf2 and AuPPh3NTf2, are active catalysts for the regioselective intermolecular hydroamination of both internal and terminal alkynes under mild reaction conditions. The catalysts show a regioselectivity based on electronic rather than steric factors, which allow the preferential synthesis of regioisomers opposite to those described previously. This subtle chemo- and regiose-lectivity depends on the catalyst, substrates and reaction conditions employed, and allows one to perform new tandem reactions. These gold(I) complexes operate under free-solvent conditions, without exclusion of air, without addition of acidic promoters and can be quantitatively recovered and reused by simple precipitation in hexane.
Synthesis of 1,3,5-Trialkylbenzenes from Anils of Methyl Alkyl Ketones
Layer, Robert W.
, p. 4552 - 4555 (2007/10/02)
Besides the previously observed 2,2,4-trialkyl-1,2-dihydroquinolines, a mixture of 1,3,5-trialkylbenzenes and 1-methyl-2,3,5-trialkylbenzenes was obtained in up to 50percent yields when methyl alkyl ketones, aniline, and an acidic catalyst, such as hydrogen chloride, were heated to 180 deg C and the water was removed as formed.The reaction is thought to proceed through an α,β,γ,δ-unsaturated anil intermediate, but the corresponding α,β,γ,δ-unsaturated imines and aliphatic amines did not give trialkylbenzenes.
