796-34-9Relevant articles and documents
Readily Available Primary Aminoboranes as Powerful Reagents for Aldimine Synthesis
Junor, Glen P.,Romero, Erik A.,Chen, Xi,Jazzar, Rodolphe,Bertrand, Guy
supporting information, p. 2875 - 2878 (2019/02/13)
Primary aminoboranes (RNHBR2), which are readily available by spontaneous dehydrocoupling of amines and boranes cleanly react at room temperature with aldehydes to give aldimines. The overall transformation from amines to aldimines can be conveniently performed by a sequential one-pot reaction. This synthetic strategy is especially useful for electron poor and bulky amines which are reluctant to react with aldehydes under dehydration conditions. Using a Glorius robustness screen, we show that this methodology is chemoselective, and functional group tolerant. Computational and experimental data support the irreversible formation of the aldimine product in marked contrast with traditional methods.
Copper(I)-Catalyzed regioselective amination of N -aryl imines using TMSN3 and TBHP: A route to substituted benzimidazoles
Mahesh, Devulapally,Sadhu, Pradeep,Punniyamurthy, Tharmalingam
, p. 1644 - 1650 (2015/02/19)
A novel and efficient copper-catalyzed amination of N-aryl imines is described. This one-pot, multicomponent reaction, in which imine acts as a directing group by chelating to the metal center, affords a potential route for the transformation of the commercial aryl amines, aldehydes, and azides into valuable benzimidazole structural units with wide substrate scope and diversity. The synthetic and mechanistic aspects are presented.
KINETICS AND MECHANISMS OF THE REACTION BETWEEN AROMATIC ALDEHYDES AND ANILINE IN ACETONITRILE
Maccarone, Emanuele,Mamo, Antonino,Perrini, Giancarlo
, p. 163 - 166 (2007/10/02)
Second-order rate constants and activation parameters for the reaction of some aromatic aldehydes (Ar=1-naphthyl; 2-naphthyl; 9-anthracenyl; 2-, 3-, or 4-pyridyl) with aniline in acetonitrile as solvent have been determined.The reactivities of the aldehyd
