Chemistry of 2‐Aminoimidazoles

Abstract

The 2‐aminoimidazole (2‐AI) ring is used widely as a building block in the design of new biologically active compounds, because of its good physico‐chemical properties and potent activity in various test systems. Many marine alkaloids contain the 2‐AI moiety. As a consequence, many synthetic routes have been developed in the total synthesis of natural compounds. The review covers all synthetic procedures for construction of 2‐AI in particular and its analogs up to December 2014.

Synthesis and immobilisation of 2-aminoimidazole derivatives on the organosilanised surface of Ti6Al4V alloy.

“…(Ando et al, 2010) In order to mitigate the proliferation of bacterial biofilms functionalisation and anchoring of bactericidal compounds on the biomaterial have been reported. (Ang et al, 2016) Some 2-aminoimidazoles, isolated from marine sponges of the genus Leucetta, show antibiotic activity against various pathogenic bacteria (Mai, T. et al 2015;Žula et al, 2015). In previous studies, it has been observed that 2-aminoimidazole derivatives bearing halide atoms in positions 4 and 5 inhibit by 90% the formation of bacterial biofilms of S. aureus (Fung et al, 2014).…”

Base-controlled copper-catalyzed multi-component cascade reactions of cyanamides, diaryliodonium triflates and propargylamine for rapid assembly of polysubstituted 2-aminoimidazoles and 2-iminoimidazoles

“…In the past few decades, various synthetic methods, based on traditional condensation of guanidyl carbonyls and their analogues, 6 reduction of 2-functionalized imidazoles, 7 and transition metal-catalyzed intramolecular hydroamination of propargylguanidines, 8 have been developed for the synthesis of 2-aminoimidazoles (Scheme S1, ESI†). In particular, the transition metal-catalyzed reactions relying on intramolecular hyroamination afford an efficient and atom-economical approach for the construction of 2-aminoimidazoles under mild reaction conditions.…”

N-tartalmú heterociklusok szintézise 1,3-dikarbonil részegységet tartalmazó Mannich szubsztrátok diverzitás-orientált transzformációival

“…A 2-AI származékok előállítása több úton is megvalósulhat, melyek közül két meghatározó szintézismód a kondenzációs eljárások és a megfelelő hetero(bi)ciklusok transzformációja/gyűrűhasítása. [107]…”