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Preparation, Lithiation And Transformation Of N‐(benzotriazol‐1‐ylmethyl) Heterocycles

A. R. Katritzky, M. Drewniak-Deyrup, X. Lan, F. Brunner
Published 1989 · Chemistry

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Indole, carbazole, pyrrole, imidazole, benzimidazole, 2-methyl- and 2-phenylbenzimidazole, and 1, 2, 4-triazole have each been converted into their N-(benzotriazol-1-ylmethyl) derivatives. The pyrrole, indole, and carbazole adducts undergo smooth lithiation at the inter-ring methylene group and subsequent reaction there with electrophiles. For the imidazole, benzimidazole, and triazole systems, lithiations at other molecular positions competed.
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