97067-18-0Relevant articles and documents
Palladium-Catalyzed Three-Component Coupling of Ynamides
Wakamatsu, Hideaki,Takahashi, Ayano,Ishii, Ayaka,Kikuchi, Youhei,Sasaki, Madoka,Saito, Yukako,Natori, Yoshihiro,Yoshimura, Yuichi
supporting information, p. 5299 - 5303 (2020/07/08)
A palladium-catalyzed regioselective three-component coupling of ynamides was developed. The reaction proceeded smoothly to furnish the desired products when carried out at 70 °C in acetonitrile/water with potassium carbonate in the presence of 2.5 mol percent Pd2(dba)3·CHCl3 without a ligand. Various iodides and boronic acids were used in this reaction, and a carbon-carbon bond was formed with satisfactory regioselectivity from the ynamides.
Ruthenium-catalyzed oxidative homocoupling of arylboronic acids in water: Ligand tuned reactivity and mechanistic study
Tyagi, Deepika,Binnani, Chinky,Rai, Rohit K.,Dwivedi, Ambikesh D.,Gupta, Kavita,Li, Pei-Zhou,Zhao, Yanli,Singh, Sanjay K.
, p. 6332 - 6343 (2016/07/06)
Molecular catalysts based on water-soluble arene-Ru(II) complexes ([Ru]-1-[Ru]-5) containing aniline (L1), 2-methylaniline (L2), 2,6-dimethylaniline (L3), 4-methylaniline (L4), and 4-chloroaniline (L5) were designed for the homocoupling of arylboronic acids in water. These complexes were fully characterized by 1H, 13C NMR, mass spectrometry, and elemental analyses. Structural geometry for two of the representative arene-Ru(II) complexes [Ru]-3 and [Ru]-4 was established by single-crystal X-ray diffraction studies. Our studies showed that the selectivity toward biaryls products is influenced by the position and the electronic behavior of various substituents of aniline ligand coordinated to ruthenium. Extensive investigations using 1H NMR, 19F NMR, and mass spectral studies provided insights into the mechanistic pathway of homocoupling of arylboronic acids, where the identification of important organometallic intermediates, such as σ-aryl/di(σ-aryl) coordinated arene-Ru(II) species, suggested that the reaction proceeds through the formation of crucial di(σ-aryl)-Ru intermediates by the interaction of arylboronic acid with Ru-catalyst to yield biaryl products.
Scope of the desulfinylative palladium-catalyzed cross-coupling of aryl sulfinates with aryl bromides
Ortgies, Dirk H.,Barthelme, Alexandre,Aly, Sara,Desharnais, Brigitte,Rioux, Steven,Forgione, Pat
supporting information, p. 694 - 702 (2013/04/10)
Herein is described the full scope of a desulfinylative cross-coupling of aryl sulfinates with aryl bromides. Optimized conditions were established and a bidentate phosphine ligand was found to be the key in obtaining good cross-coupling yields. Preliminary efforts to elucidate the reaction mechanism suggest that a Pd(0)-catalyzed mechanism is operative. Georg Thieme Verlag Stuttgart · New York.