Organic Reactions in Water: A Distinct Approach for the Synthesis of Quinoline Derivatives Starting Directly from Nitroarenes
Biswanath Das*, Paramesh Jangili, Jajula Kashanna, Rathod Aravind Kumar
*Organic Chemistry Division-1, Indian Institute of Chemical Technology, Hyderabad 500 007, India, Email: biswanathdasyahoo.com
B. Das, P. Jangili, J. Kashanna, R. A. Kumar, Synthesis, 2011, 3267-3270.
A three-component reaction of nitroarenes, aldehydes, and phenylacetylene in the presence of indium in dilute hydrochloric acid produces quinoline derivatives under reflux. The conversion involves reduction of the nitroarenes to anilines followed by coupling of the anilines, aldehydes, and phenylacetylene, followed by cyclization of the resulting species and dehydrogenation of the cyclic intermediates.
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quinolines, multicomponent reactions, one-pot synthesis, nitroarenes, indium, hydrochloric acid