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Activation of 6-bromoquinoline by nitration: synthesis of morpholinyl and piperazinyl quinolines

   Cakmak, Osman; Okten, Salih; Alimli, Dilek; Saddiqa, Aisha; Ersanli, Cem Cuneyt

Quinoline forms the key skeletal component of a number of important natural products and pharmacologically-active compounds. Despite a tremendous amount of research pertaining to the derivatization of quinoline, very few general synthetic routes are described in the literature starting from quinoline or tetrahydroquinoline. A simple and convenient method for the polyfunctionalization of quinolines via nitration of bromoquinolines has been developed. This method represents a new synthetic approach to convert brominated nitroquinoline derivatives into useful cyclic amines via nucleophilic-substitution (SNAr) reaction.

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