1039775-38-6Relevant articles and documents
Sulfonated N-heterocyclic carbenes for Pd-catalyzed sonogashira and suzuki-miyaura coupling in aqueous solvents
Roy, Sutapa,Plenio, Herbert
, p. 1014 - 1022 (2010)
The reactions of the N, N-diarylimidazolium and N, N-diarylimidazolinium salts with chlorosulfonic acid result in the formation of the respective disulfonated N-heterocyclic carbene (NHC) precursors in reasonable yields (46-77%). Water-soluble palladium catalyst complexes, in situ obtained from the respective sulfonated imidazolinium salt, sodium tetrachloropalladate (Na 2PdCl4) and potassium hydroxide (KOH) in water, were successfully applied in the copper-free Sonogashira coupling reaction in isopropyl alcohol/water mixtures using 0.2 mol% catalyst loading. The preformed (disulfonatedNHC)PdCl(cinnamyl) complex was used in aqueous Suzuki-Miyaura reactions at 0.1 mol% catalyst loading. The coupling protocol reported here is very useful for Sonogashira reactions of N- and 5-heterocyclic aryl bromides and chlorides with aryl- and alkylacetylenes.
Anthranilamide (aam)-substituted arylboranes in direct carbon-carbon bond-forming reactions
Kamio, Shintaro,Kageyuki, Ikuo,Osaka, Itaru,Yoshida, Hiroto
supporting information, p. 2624 - 2627 (2019/03/05)
Anthranilamide (aam)-substituted arylboranes, which were reported to serve as masked boranes in the Suzuki-Miyaura coupling, have been found to be directly cross-coupled just by use of an aqueous medium. The excellent stability of 2-pyridyl-B(aam) toward protodeborylation allowed their smooth cross-coupling.
Kumada coupling of aryl, heteroaryl, and vinyl chlorides catalyzed by amido pincer nickel complexes
Liu, Ning,Wang, Zhong-Xia
experimental part, p. 10031 - 10038 (2012/02/05)
A series of amido pincer complexes of nickel were examined for their catalysis in the Kumada cross-coupling reaction. The P,N,O-pincer nickel complexes tested are active catalysts for the cross-coupling of aryl, heteroaryl, and vinyl chlorides with aryl Grignard reagents. The reactions can proceed at room temperature and tolerate functional groups in aryl chlorides with the aid of LiCl and ZnCl2 additives (Figure presented).