Direct conversion of benzylamines to imines via atmospheric oxidation in the presence of VO(Hhpic)2 catalyst

Simple copper/TEMPO catalyzed aerobic dehydrogenation of benzylic amines and anilines

“…Then the organic layer was washed with water and brine. The organic phase was dried with anhydrous magnesium sulfate and filtered through a short silica (25), 194 (26), 117 (14), 91 (100), 65 (16). Anal.…”

Heterogeneous copper-catalyzed coupling of amines: a possible way for the preparation of imines

“…These results can be explained by the boiling point of the respective amine. Aniline (21) and cyclohexylamine (23) showed moderate reactivity, from the NMR spectra of the reaction mixture, the starting amine could be shown together with the desired product and 2 (entries 11, 12). The homo-coupling of different benzylamine derivatives were also tested.…”

“…Several methods with different catalysts have been published, among others CuCl [9], CuI [10] or CuBr 2 [11] and TEMPO, Ru-complex [12,13], Au powder [14,15], gold supported on alumina [15], magnetic gold nanoparticles [16], Au-Pd nanoparticles [17], Fe/CCl 4 [18], Co-porphyrin complex [19], the heteropolyacid NPV 6 Mo 6 [20], VO(Hhpic) 2 [21] under aerobic conditions, V 2 O 5 /H 2 O 2 [22], AIBN and oxygen [23], TiO 2 as photocatalyst [24][25][26], or TBHBQ [27] have been described. Several other metals were also used in photocatalytic reactions [28].…”

Selectivity matters: Graphene oxide-mediated oxidative coupling of benzylamine to N‑benzylidine-1-phenylmethanamine under microwave irradiation

“…Imines are important and versatile intermediates for the synthesis of a broad variety of nitrogen-containing compounds with significant application in biological and pharmaceutical fields [20][21][22][23][24][25][26]. For this reason, their synthesis is attracting high interest in recent years [25,[27][28][29].…”

“…Main advances in this field have been focused in the catalytic oxidation of secondary amines into imines [31], but much lower attention has been paid to the synthesis of imines from primary amines because it generally leads to other nitrogen containing compounds, normally nitriles [21,26]. However, increasing efforts are being made with the aim of developing the catalytic oxidation of the primary amines to the corresponding imines [21,[26][27][28]32].…”