35005-25-5Relevant articles and documents
Ruthenium-Catalyzed Reductive Arylation of N-(2-Pyridinyl)amides with Isopropanol and Arylboronate Esters
Ronson, Thomas O.,Renders, Evelien,Van Steijvoort, Ben F.,Wang, Xubin,Wybon, Clarence C. D.,Prokopcová, Hana,Meerpoel, Lieven,Maes, Bert U. W.
supporting information, p. 482 - 487 (2019/01/04)
A new three-component reductive arylation of amides with stable reactants (iPrOH and arylboronate esters), making use of a 2-pyridinyl (Py) directing group, is described. The N-Py-amide substrates are readily prepared from carboxylic acids and PyNH2, and the resulting N-Py-1-arylalkanamine reaction products are easily transformed into the corresponding chlorides by substitution of the HN-Py group with HCl. The 1-aryl-1-chloroalkane products allow substitution and cross-coupling reactions. Therefore, a general protocol for the transformation of carboxylic acids into a variety of functionalities is obtained. The Py-NH2 by-product can be recycled.
ALCOHOLS AND ALUMINIUM ALKOXIDES IN THE PRESENCE OF RANEY-NICKEL AS ALKYLATING AGENTS. II. A KINETIC STUDY OF ALKYLATION OF AROMATIC AMINES
Angelis, Francesco De,Ferretti, Gabriella,Botta, Maurizio,Grgurina, Ingeborg,Nicoletti, Rosario
, p. 267 - 272 (2007/10/02)
The kinetics of N-alkylation of substituted anilines with isopropanol and aluminium isopropoxide, catalysed by Raney-nickel, have been studied.The reaction proceeds according to a second-order equation.The formation of the Schiff's bases of the anilines along the reaction courses have been detected.The data reported also show that the reaction rates depend upon the nucleophilicity of the substrate to be alkylated.A possible mechanism is discussed.