106947-61-9Relevant articles and documents
First palladium-catalyzed aminations of aryl chlorides
Beller, Matthias,Riermeier, Thomas H.,Reisinger, Claus-Peter,Herrmann, Wolfgang A.
, p. 2073 - 2074 (1997)
The palladium-catalyzed coupling reaction of aryl chlorides with various amines has been studied for the first time. Crucial for the success of this C-N bond forming reaction is the use of potassium tert-butoxide as base. Turn over numbers up to 900 and y
α-Cyanation of Aromatic Tertiary Amines using Ferricyanide as a Non-Toxic Cyanide Source
Nauth, Alexander M.,Otto, Nicola,Opatz, Till
supporting information, p. 3424 - 3428 (2016/01/25)
The reaction of aromatic tertiary amines with potassium ferricyanide directly provides the useful α-amino nitriles. The inexpensive iron complex functions both as an oxidant and as a cyanide source. The presence of molecular oxygen speeds up the reaction which can be performed in aqueous tert-butanol or even in ethanol-based mixtures like Tequila. While amine cyanations usually employ highly toxic cyanide sources, potassium ferricyanide is even less toxic than table salt. No expensive metal complexes are required as catalysts and the co-product of the cyanation, Prussian blue, has no known toxicity and is rather used as an antidote.
An efficient silane-promoted nickel-catalyzed amination of aryl and heteroaryl chlorides
Manolikakes, Georg,Gavryushin, Andrei,Knochel, Paul
, p. 1429 - 1434 (2008/04/05)
(Chemical Equation Presented) A new silane-promoted nickel-catalyzed amination of aryl chlorides with 0.5 mol % of Ni(acac)2, 1 mol % of 3,5,6,8-tetrabromo-1,10-phenanthroline, and polymethylhydrosiloxane was developed. A broad range of aryl and heteroaryl chlorides can be coupled with secondary amines and anilines to give the desired (het)arylamines in good to excellent yields. The reaction is sensitive to the nature and amount of the silane promoter.