Recent achievements in copper catalysis for C–N bond formation

Abstract

<jats:title>Abstract</jats:title><jats:p>A mini-review describes the development of the catalysis by Cu(I) complexes aimed at the formation of C–N bond at the Lomonosov MSU during 2010s. The main approach employs the amination of aryl and heteroaryl halides with the amines and polyamines, in this direction a great versatility of starting compounds was achieved: adamantane-containing amines, linear diamines, oxadiamines and polyamines, various aryl iodides and bromides, derivatives of pyridine, and quinoline were used for this purpose. In more peculiar cases, the copper catalysis was used for steroids transformations, including vinylation of azoles, wide-spread “click” reactions for the conjugate syntheses, and successful heterogenezation of the copper catalysts were also undertaken.</jats:p>

Toward effective electrocatalytic C–N coupling for the synthesis of organic nitrogenous compounds using CO2 and biomass as carbon sources

“…The system with only CO 2 and H 2 O as reactants had limited the product range, so it is of significance to combine the bonding reaction of N atoms into electrochemical CO 2 reduction, 8,94 for C─N coupling to generate organic nitrogen compounds that are widely used in agriculture, chemical synthesis, and the aviation industry. 95,96…”

“…According to the literature, more mature electrocatalytic systems selectively produce a variety of single‐ and multi‐carbon products through electrochemical CO 2 reduction. The system with only CO 2 and H 2 O as reactants had limited the product range, so it is of significance to combine the bonding reaction of N atoms into electrochemical CO 2 reduction, 8,94 for C─N coupling to generate organic nitrogen compounds that are widely used in agriculture, chemical synthesis, and the aviation industry 95,96 …”

A base-free Chan–Lam reaction catalyzed by an easily assembled Cu(II)-carboxylate metal-organic framework

“…Reactions that form C-N bonds are widely used in synthetic chemistry due to the prevalence of this functionality within pharmaceuticals and biologically active natural products. [1][2][3][4] In recent decades, various effective strategies based on transition-metal catalysis for C-N bond formation have been developed, such as Pd-catalyzed Buchwald-Hartwig coupling 5,6 and Ullmann coupling. 7 However, these cases mostly involve the expensive transition-metal palladium and harsh reaction conditions (over 100 °C), which restrict their wide applications in industry.…”