1429493-47-9Relevant articles and documents
Radical Arylation of Anilines and Pyrroles via Aryldiazotates
Hofmann, Josefa,Gans, Eva,Clark, Timothy,Heinrich, Markus R.
, p. 9647 - 9656 (2017/07/22)
The radical arylation of anilines and pyrroles can be achieved under transition-metal- and catalyst-free conditions by using aryldiazotates in strongly alkaline aqueous solutions. The aryldiazotates act as protected diazonium ions, which do not undergo azo coupling with electron-rich aromatic substrates, but can still serve as an aryl radical source at slightly elevated temperatures. Based on an improved preparation of aryldiazotates in aqueous solution, homolytic aromatic substitutions of anilines and pyrroles were conducted with good overall yields and high regioselectivity. Moreover, DFT calculations provided further mechanistic insights.
Synthesis of 2,5-diarylpyrroles by ligand-free palladium-catalyzed ch activation of pyrroles in ionic liquids
Ehlers, Peter,Petrosyan, Andranik,Baumgard, Jens,Jopp, Stefan,Steinfeld, Norbert,Ghochikyan, Tariel V.,Saghyan, Ashot S.,Fischer, Christine,Langer, Peter
, p. 2504 - 2511 (2013/08/23)
The palladium-catalyzed CH activation and arylation of N-methylpyrrole and N-phenylpyrrole allowed a convenient synthesis of diarylpyrroles. The reactions were performed by using tetrabutylammonium acetate as an ionic solvent, which allowed for the application of a ligand-free catalytic system by using simple palladium salts or polyvinylpyrrolidone-stabilized palladium nanoparticles as the catalyst.