709644-58-6Relevant academic research and scientific papers
Electrochemical generation of silver acetylides from terminal alkynes with a Ag anode and integration into sequential Pd-catalysed coupling with arylboronic acids
Mitsudo, Koichi,Shiraga, Takuya,Mizukawa, Jun-Ichi,Suga, Seiji,Tanaka, Hideo
, p. 9256 - 9258 (2010)
An electro-oxidative method for generating silver acetylides from acetylenes with a Ag anode was developed. The reaction could be integrated into a Pd-catalysed electrochemical Sonogashira-type reaction. In the presence of the catalytic amount of Pd(OAc)2 and 4-BzO-TEMPO, electro-generated silver acetylides reacted immediately with arylboronic acids to afford the corresponding coupling adducts in high yields.
Tri(1-naphthyl)phosphine as a ligand in palladium-free Sonogashira cross-coupling of arylhalogenides with acetylenes
Govdi, Anastasiya I.,Vasilevsky, Sergey F.,Malysheva, Svetlana F.,Kazheva, Olga N.,Dyachenko, Oleg A.,Kuimov, Vladimir A.
, (2018/11/01)
Tri(1-naphthyl)phosphine (Np3P) has been easily prepared in 34% yield from red phosphorus and 1-bromonaphthalene in the superbasic system t-BuONa/DMSO. The expedient procedures for the synthesis of aryl acetylenes by Sonogashira coupling of aryl iodides with terminal alkynes using Np3P as a ligand have been developed. For the first time, it is found that the reaction with compounds containing electron-donating substituents preferably affords buta-1,3-diynes.
Visible light-mediated gold-catalysed carbon(sp2)-carbon(sp) cross-coupling
Kim, Suhong,Rojas-Martin, Jaime,Toste, F. Dean
, p. 85 - 88 (2015/12/30)
A dual photoredox and gold-catalysed cross-coupling reaction of alkynyltrimethylsilanes and aryldiazonium tetrafluoroborates is described. The reaction proceeds through visible-light mediated oxidative addition of aryldiazoniums, transmetalation of alkynyltrimethylsilanes and aryl-alkynyl reductive elimination. Exclusive selectivity for silyl-substituted alkynes is observed, with no reactivity observed for terminal alkynes.
