1233-23-4Relevant articles and documents
Palladium-catalyzed reactions of aryl iodides with trimethylsilylacetylenes and disubstituted alkynes: The synthesis of diarylacetylenes and triarylethylenes
Wu, Ming-Jung,Wei, Li-Mei,Lin, Chi-Fong,Leou, Shiow-Piaw,Wei, Li-Lan
, p. 7839 - 7844 (2001)
Treatment of 2.5 equiv. of aryl iodide with trimethylsilylacetylene in the presence of 3 equiv. of sodium methoxide and 5 mol% of Pd(PPh3)4 under refluxing methanol for 6 h gave diarylacetylene in good chemical yields. When the catalyst was replaced by Pd(dba)2 and 5 equiv. of aryl iodide were added under the same reaction conditions, triarylethylenes were obtained in 70-85% yields. Only the sterically hindered o-methoxyiodobenzene and 2-iodothiophene gave the diarylacetylene, but also in good chemical yield. Reaction of aryl iodides with disubstituted alkynes in the presence of Pd(OAc)2 and sodium methoxide in methanol produced trisubstituted ethylenes in modest to good yields. The hydrogenolysis of the organopalladium is proposed through β-hydride elimination of the palladium methanolate intermediates.
The [(E,E,E)-1,6,11-tris(p-toluenesulfonyl)-1,6,11-triazacyclopentadeca-3,8, 13-triene]Pd(0) complex in the hydroarylation of alkynes in ionic liquids. An approach to quinolines
Cacchi, Sandro,Fabrizi, Giancarlo,Goggiamani, Antonella,Moreno-Ma?as, Marcial,Vallribera, Adelina
, p. 5537 - 5540 (2002)
The hydroarylation of alkynes can be successfully conducted in 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim]BF4) in the presence of the [(E,E,E)-1,6,11-tris(p-toluenesulfonyl)-1,6,11-triazacyclopentadeca-3,8, 13-triene]Pd(0) complex. Th
One-pot Sonogashira–Hydroarylation reaction catalyzed by anionic palladium complexes in an aqueous medium
Dziadas, M.,Trzeciak, A. M.,Wójcik, E.
supporting information, (2022/01/26)
It was found that anionic Pd(II) complexes of type [CA]2[PdCl4] and [CA]2[Pd2Cl6] (CA = imidazolium or pyridinium cation) are effective catalysts for copper-free Sonogashira coupling in an aqueous med
Mizoroki–Heck reaction of 1,2-disubstituted aryl alkenes: Variables of synthesis, solvent and ligand modulation of reactivity
Bangar, Pronnoy G.,Jawalkar, Priyanka R.,Dumbre, Swapnil R.,Raut, Pallavi K.,Patil, Dharmaraj J.,Tv, Neethu,Sudhakaran, Shana,Iyer, Suresh
supporting information, p. 3796 - 3803 (2020/09/01)
Reaction of aryl iodides with 1,2-disubstituted aryl alkenes in the presence of TBABr/TBACl gave high yields of the Mizoroki–Heck product. Phosphine ligands were used for the modulation of reactivity and stereoselectivity, for the reaction of 4-iodoanisole with cinnamaldehyde. tert-Bu3P.HBF4 gave the highest E:Z ratio of 1:0.08. The use of PEG-200 and PEG-400 as solvent could activate the reaction of aryl iodides with various 1,2-disubstituetd aryl alkenes.
