129749-07-1Relevant articles and documents
Lithiation of 1-Benzylimidazole. A Hypothesis on the Regioselectivity of the Electrophilic Attacks on the Lithiated Species
Moreno-Manas, M.,Bassa, J.,Llado, N.,Pleixats, R.
, p. 673 - 678 (2007/10/02)
Sequential lithiations of 1-benzylimidazole, 1, and of 1-benzyl-1,2,4-triazole,2, followed by treatment with electrophiles others than alkyl halides result in reactions at C-2.However, benzyl halides and, to a certain extent, iodomethane react at the N-benzyl carbon atom.An explanatory hypothesis based on steric ortho effects is advanced.