147991-75-1Relevant academic research and scientific papers
Ruthenium-catalyzed functionalization of pyrroles and indoles with propargyl alcohols
Thies, Nora,Hrib, Cristian G.,Haak, Edgar
supporting information; experimental part, p. 6302 - 6308 (2012/06/18)
Several ruthenium-catalyzed atom-economic transformations of propargyl alcohols with pyrroles or indoles leading to alkylated, propargylated, or annulated heteroaromatics are reported. The mechanistically distinct reactions are catalyzed by a single ruthenium(0) complex containing a redox-coupled dienone ligand. The mode of activation regarding the propargyl alcohols determines the reaction pathway and depends on the alcohols' substitution pattern. Secondary substrates form alkenyl complexes by a 1,2-hydrogen shift, whereas the transformation of tertiary substrates involves allenylidene intermediates. 1-Vinyl propargyl alcohols are converted by a cascade allylation/cyclization sequence. The environmentally benign processes are of broad scope and allow the selective synthesis of highly functionalized pyrroles and indoles generating water as the only waste product. Copyright
THE KINETIC ISOTOPE EFFECT IN THE REACTION OF β-HALOGENOPROPIOPHENONES WITH AMINES
Popov, A. F.,Matvienko, V. N.,Piskunova, Zh. P.,Oleinik, N. M.
, p. 1922 - 1924 (2007/10/02)
The kinetics of the reaction of α,α-dideutero-β-halogenopropiophenones with a series of amines in acetonitrile at 25 deg C were investigated.The obtained data on the kinetic isotope effect indicate that during the formation of phenyl vinyl ketone the proton is removed from the substrate in the rate-determining stage.
