96575-61-0Relevant academic research and scientific papers
Synthesis of enynes and epoxyenynes by coupling: Use of a new set of catalysts based on Pd-Ag salts
Bertus, Philippe,Pale, Patrick
, p. 173 - 180 (1998)
The new couple of catalysts Pd(PPh3)4 and AgI are very efficient for the coupling of vinyltriflates and terminal alkynes in the presence of a bulky amine in dimethylformamide at room temperature. Enynes and epoxyenynes are obtained in good to excellent yields. As illustrated with several examples, a wide variety of functional groups are well tolerated in the described conditions. Silver acetylides have been proposed as intermediate in this reaction.
First Evidence for the Use of Organosilver Compounds in Pd-Catalyzed Coupling Reactions; A Mechanistic Rationale for the Pd/ Ag-Catalyzed Enyne Synthesis?
Dillinger, Sandra,Bertus, Philippe,Pale, Patrick
, p. 1661 - 1664 (2001)
(matrix presented) Silver acetylides have been prepared and used in Pd-catalyzed coupling reactions. Enynes have thus been obtained in good yields. This work demonstrates that organosilver compounds could enter the Pd catalytic cycle; it also supports the
The first direct coupling of 1-trialkylsilyl-1-alkynes with vinyl triflates; a new access to enynes
Halbes, Ulla,Bertus, Philippe,Pale, Patrick
, p. 8641 - 8644 (2001)
1-Trialkylsilyl-1-alkynes can be directly coupled with vinyl triflates in the presence of TBAF, 3H2O and a catalytic amount of AgI and Pd(PPh3)4. Functionalized enynes can thus be obtained in good to excellent yields without prior deprotection of the alkyne.
A new mild procedure for the direct coupling of 1-trimethylsilyl acetylenes with vinyl triflates or aryl iodide
Halbes, Ulla,Pale, Patrick
, p. 2039 - 2042 (2007/10/03)
1-Trimethylsilyl acetylenes can be directly coupled with vinyl triflates or aryl iodide in the presence of the appropriate amount of potassium carbonate and methanol and a catalytic amount of AgCl and Pd(PPh3)4. Functionalized enynes can thus be obtained in good to excellent yields without prior deprotection of the alkyne.
Pd/Ag-catalyzed direct coupling of 1-trimethylsilyl alkynes with vinyl triflates
Bertus, Philippe,Halbes, Ulla,Pale, Patrick
, p. 4391 - 4393 (2007/10/03)
The commercially available tetrabutylammonium fluoride trihydrate is able to promote the cross-coupling of vinyl triflates with 1-trimethylsilylalkynes in the presence of a catalytic amount of tetrakis(triphenylphosphane)palladium and silver iodide.
Activated monoorganotins for the modified stille coupling reaction with triflates
Fouquet, Eric,Rodriguez, Alain L.
, p. 1323 - 1324 (2007/10/03)
The in situ preparation and activation of monoorganotins, with a fluoride source, is shown to be a convenient and efficient procedure for the coupling reaction with alkenyl and aryl triflates.
Palladium-Catalyzed Olefination of Vinyl Triflates
Scott, William J.,Pena, Michael R.,Swaerd, Katarina,Stoessel, Steven J.,Stille, J. K.
, p. 2302 - 2308 (2007/10/02)
The olefination of vinyl trifluoromethanesulfonates (triflates) takes place under mild reaction conditions in polar solvents to give high yields of conjugated dienes.The reaction of 4-tert-butylcyclohexenyl triflate with Michael acceptors in the presence
