1338728-79-2Relevant academic research and scientific papers
Ring lithiation and functionalization of imidazol-2-ylidene-boranes
Solovyev, Andrey,Lacote, Emmanuel,Curran, Dennis P.
supporting information; experimental part, p. 6042 - 6045 (2012/01/13)
N,N′-Dialkyl and N,N′-diaryl imidazol-2-ylidene-boranes and trifluoroboranes are rapidly lithiated at C4 of the imidazole ring, and the resulting intermediates have been quenched with an assortment of electrophiles to provide ring-functionalized imidazol-2-ylidene-boranes. Further deprotonation and functionalization of C5 have been demonstrated. Deboronation of the products by treatment with triflic acid or iodine and then methanol opens a route to C4/C5 functionalized imidazolium salts and imidazol-2-ylidenes.
