956902-98-0Relevant academic research and scientific papers
Aminocarbonylation of 4-iodo-1H-imidazoles with an amino acid amide nucleophile: Synthesis of constrained H-Phe-Phe-NH2 analogues
Skogh, Anna,Fransson, Rebecca,Skoeld, Christian,Larhed, Mats,Sandstroem, Anja
supporting information, p. 12251 - 12256 (2014/01/06)
A simple and an expedient process to prepare 5-aryl-1-benzyl-1H-imidazole- 4-carboxamides by the aminocarbonylation of 5-aryl-4-iodo-1H-imidazoles using ex situ generation of CO from Mo(CO)6 with an amino acid amide nucleophile is reported. Furthermore, a microwave-assisted protocol for the direct C-5 arylation of 1-benzyl-1H-imidazole and a regioselective C-4 iodination method to acquire starting material for our aminocarbonylation are presented. The method can be used to prepare imidazole based peptidomimetics, herein exemplified by the synthesis of constrained H-Phe-Phe-NH2 analogues.
