98325-92-9Relevant academic research and scientific papers
THE SEQUENTIAL LITHIATION OF 1-PHENYLPYRAZOLES
Micetich, Ronald,Baker, Verne,Spevak, Paul,Hall, Tse W.,Bains, Baljit K.
, p. 943 - 951 (2007/10/02)
1-Phenylpyrazole is lithiated exclusively at the C-5 position.Suitable 5-substituted 1-phenylpyrazoles undergo lithiation at the ortho position of the phenyl ring. 5-Thiomethyl-1-(o-tolyl)pyrazole is laterally lithiated at the ortho methyl group.In the case of 5-methoxymethyl-1-phenylpyrazole, lithiation occurs at both the C-5 methylene group and the ortho position of the phenyl ring with n-butyllithium, but essentially exclusive lithiation occurs at the C-5 methylene group with LDA.
