Ortho-lithiation of N-aryl ferrocenylmethanimines

Add time:07/11/2019    Source:sciencedirect.com

A series of N-aryl ferrocenylmethanimines was successfully lithiated at ortho-position with the following treatment with various electrophiles such as ketone, alkyl and silyl halides yielding 1,2-disubstituted ferrocenes with good yields. The product of benzophenone addition was characterized with X-ray diffraction study. We showed that cyclization of 2-hydroxymethylferrocenylcarbimines with Tf2O led to formation of 5H-pyrrolo[3,4-a]ferrocen-6-ium salt - a potential precursor of ferrocene-based heterocyclic carbenes.

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