152120-67-7Relevant academic research and scientific papers
Introduction of alkenyl group bearing an electron-withdrawing group to the 5-position of imidazole ring by heck reaction
Yamashita, Masayuki,Oda, Miho,Hayashi, Kayo,Kawasaki, Ikuo,Ohta, Shunsaku
, p. 2543 - 2550 (2007/10/03)
A DMF solution of 5-iodo-1-methyl-2-phenylthio-1H-imidazole (7) and a large excess of acrylic esters, acrylonitrile, or methyl vinyl ketone was heated in a sealed tube in the presence of Pd(PPh3)4 to give the Heck reaction products,
SYNTHESIS OF 2,5-DILITHIO-1-METHYLIMIDAZOLE
Shapiro, Gideon,Marzi, Martin
, p. 3401 - 3404 (2007/10/02)
C5 to C2 position migrations of 2-trialkylsilyl and thiophenyl groups have been observed upon lithiation at the C5-position of corresponding C2-substituted 1-methylimidazoles.Double bromine-lithium exchange of 1-methyl-2,5-dibromoimidazole (5) affords a facile, quantitative and unequivocal synthesis of 2,5-dilithio-1-methyl-imidazole (4).Reaction of 4 with one equivalent of DMF occurs selectively at the C5 position to give 1-methylimidazole-5-carboxaldehyde.
