A simple and effective approach to the synthesis of rhodanine derivatives via three-component reactions in water

The Synthesis and Anti-Bacterial Activities of N-carboxymethyl Rhodanines

“…Alizadeh et al [33] reported the development of a simple and effective one-pot procedure for the synthesis of rhodanine derivatives using commercially available starting materials with water as a solvent (Scheme 3). The authors of this particular study also provided experimental evidence in support of their proposed reaction mechanism for the reaction of the amine with carbon disulfide in the presence of DAAD.…”

“…In total, 11 series of compounds (25)(26)(27)(28)(29)(30)(31)(32)(33)(34)(35) were prepared and screened for their antibacterial activity ( Figure 13) [63,64]. Compounds belonging to series 25-31, where hydrophobic groups had been introduced to the N-carboxymethyl moiety, exhibited high levels of inhibitory activity towards S. aureus RN 4220 and multidrugresistant Gram-positive strains (MRSA 3167 and MRSA 3506) with MIC values in the range of 2-8 µg/mL.…”

Synthesis and Synthetic Applications of Biologically Interesting Rhodanine and Rhodanine-Based Scaffolds

“…New biologically interesting rhodanine-based heterocyclic scaffolds 41 and 42 are synthesized in one step by a green procedure at room temperature and mild conditions (Scheme 9.21). An aqueous, green, simple, and direct synthetic procedure was reported by our group in 2009 for the synthesis of rhodanine derivatives via the three-component method, which began with the reaction of carbon disulfide, primary amines, and acetylenic esters under neutral conditions [44] to give rhodanine 50. This procedure was completely a green and eco-friendly method (Scheme 9.22).…”

Synthesis, characterization and biological activity of some nickel(II) mixed ligands complexes of dithiocarbamate and 1,10-phenanthroline

“…Dithiolates are formed when nucleophiles attack carbon disulphide [1]. There are some reports for synthesis of DTC derivatives in the literature [6][7][8][9], also there is a substantial interest in developing efficient one-pot-three component reaction from a simple starting materials (amines, carbon disulfide and epoxides) in novel reaction media such as water and ionic liquid [10][11][12][13]. These 1,1-dithiolate systems are of current interest due to their potential biological activity and practical application in the field of rubber technology and agriculture in addition to general consideration of metalsulfate bonding and electron delocalization in transition of metal complexes [14,15].…”