109201-31-2Relevant articles and documents
Amine Functionalization through Sequential Quinone-Catalyzed Oxidation/Nucleophilic Addition
Leon, Martin A.,Liu, Xinyun,Phan, Johnny H.,Clift, Michael D.
, p. 4508 - 4515 (2016)
A simple and efficient method for the synthesis of α-branched amines through formal oxidative C–H functionalization is reported. A commercially available quinone organocatalyst is employed to promote the aerobic oxidation of primary amines to the corresponding N-protected imines, which are then trapped in situ with an appropriate nucleophile to give access to versatile functionalized amines in good to excellent yields (70–90 %).
Product-catalyzed addition of alkyl nitriles to unactivated imines promoted by sodium aryloxide/ethyl(trimethylsilyl)acetate (ETSA) combination
Poisson, Thomas,Gembus, Vincent,Oudeyer, Sylvain,Marsais, Francis,Levacher, Vincent
supporting information; experimental part, p. 3516 - 3519 (2009/09/30)
The first transition-metal-free addition of alkyl nitriles to unactivated imines was developed using a catalytic combination of 4-MeOC6H 4ONa and TMSCH2CO2Et to promote the reaction. The corresponding β-amino ni
Reactions of Schiff Bases with Superoxide Ion in Acetonitrile
Shibata, Katsuyoshi,Saito, Yoshiyuki,Urano, Katsuyoshi,Matsui, Masaki
, p. 3323 - 3325 (2007/10/02)
The reactions of Schiff bases such as N-benzylideneanilines with superoxide ion in acetonitrile under mild conditions gave the cyanomethyl adducts, 3-arylamino-3-arylpropionitriles, as the main products in relatively good yields.In the case of N-(4-nitrobenzylidene)aniline, the adduct was further oxidized to β-anilino-4-nitrocinnamonitrile.No oxidative products such as amides were obtained except in the reactions of N-(4-chloro-and 4-nitrobenzylidene)aniline.
