Journal
ARKIVOC
Volume -, Issue -, Pages 362-374Publisher
ARKAT USA INC
DOI: 10.24820/ark.5550190.p010.374
Keywords
Nitration; N-oxidation; 6-bromoquinoline; aminoquinoline; quinoline N-oxides; morpholinyl and piperazinyl quinolines
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Funding
- Scientific and Technological Research Council of Turkey (TUBITAK) [112T394]
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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. [GRAPHICS] .
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