57712-85-3Relevant academic research and scientific papers
Carbamoylimidazolium salts as diversification reagents: An application to the synthesis of tertiary amides from carboxylic acids
Grzyb, Justyna A.,Batey, Robert A.
, p. 7485 - 7488 (2003)
An efficient method for the preparation of tertiary amides from carbamoylimidazolium salts and carboxylic acids is described. The transformation occurs at room temperature and under relatively mild conditions. The carbamoylimidazolium salts are obtained from the reaction of secondary amines with N,N′-carbonyldiimidazole, followed by methylation with methyl iodide. The utility of this reaction was demonstrated in the formation of Weinreb amides and in a short synthesis of fused bicyclic amides. The introduction of this reaction now permits carbamoylimidazolium salts to be utilized in the formation of tertiary amides, ureas, carbamates and thiocarbamates under a single set of conditions.
Activation of Dithiocarbamate by 2-Halothiazolium Salts
Sugimoto, Hirohiko,Makino, Itsuo,Hirai, Kentaro
, p. 2263 - 2267 (2007/10/02)
Activation of dithiocarbamate salts with 2-halo-3-alkyl-4-phenylthiazolium salt and subsequent one-pot nucleophilic reaction with N, S, and O nucleophiles provided substituted thioureas, dithiocarbamates, and thiocarbamates or amides, respectively, under very mild conditions.A useful thiocarbonyl-transfer reaction is also described that consists of activation of imidazolodithiocarbamate and a subsequent one-pot nucleophilic reaction. (Thiocarbonyl)diimidazole is generated in situ.
