211696-95-6Relevant academic research and scientific papers
Catalytic Generation of Rhodium Silylenoid for Alkene-Alkyne-Silylene [2 + 2 + 1] Cycloaddition
Ohmura, Toshimichi,Sasaki, Ikuo,Suginome, Michinori
supporting information, p. 1649 - 1653 (2019/03/20)
An alkene-alkyne-silylene [2 + 2 + 1] cycloaddition takes place in the rhodium-catalyzed reaction of 1,6-enynes with borylsilanes bearing an alkoxy group on the silicon atoms, which react as synthetic equivalents of silylene. The reaction proceeds efficiently in 1,2-dichloroethane at 80-110 °C in the presence of a rhodium catalyst bearing bis(diphenylphosphino)methane (DPPM) as a ligand to afford 1-silacyclopent-2-enes in good to high yields.
Cycloisomerization between Aryl Enol Ether and Silylalkynes under Ruthenium Hydride Catalysis: Synthesis of 2,3-Disubstituted Benzofurans
Ohno, Shohei,Takamoto, Kohei,Fujioka, Hiromichi,Arisawa, Mitsuhiro
, p. 2422 - 2425 (2017/05/12)
Metal-catalyzed cycloisomerization reactions of 1,n-enynes have become conceptually and chemically attractive processes in the search for atom economy, which is a key subject of current research. However, metal-catalyzed cycloisomerization between aryl enol ether and silylalkynes has not been developed. The ruthenium hydride complex catalyzed cycloisomerization between aryl enol ether and silylalkynes is reported to give benzofurans having useful functional groups, vinyl and trimethylsilylmethyl, on the 2- and 3-positions, respectively.
Silaborative Carbocyclizations of 1,7-Enynes. Diastereoselective Preparation of Chromane Derivatives
Xiao, You-Cai,Moberg, Christina
, p. 308 - 311 (2016/02/03)
Palladium(0)-catalyzed carbocyclization of 1,7-enynes mediated by (chlorodimethylsilyl)pinacolborane proceeds with 1,8-addition of the silicon and boron functions to give functionalized cyclohexane derivatives with boron attached to the exocyclic olefin. A variety of chromane dervatives are accessible by this method. In contrast to the analogous reactions with 1,6-enynes, the configuration of the newly formed stereogenic center is controlled by a stereogenic center present in the substrate.
Palladium-catalyzed allylating heteroannulation of o-alkynyl-allyloxybenzenes. A route to 2-substituted-3-allylbenzo[b]furans
Monteiro, Nuno,Balme, Geneviève
, p. 746 - 747 (2007/10/03)
In the presence of palladium(0), o-alkynyl allyloxybenzenes produce 2-substituted 3-allylbenzo[b]furans in fair yields. This heteroannulation is promoted by the η3-allyl palladium species issued from early reaction of the catalyst with the starting allyl aryl ether.
