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Strategies for the synthesis of 3-arylquinolines


An iron-mediated one-pot synthesis of 3-arylquinolines from o-nitrobenzaldehydes and β-nitrostyrenes has been developed. Iron acted as dual roles to trigger the reduction of o-nitrobenzaldehydes and reduction hydrolysis of β-nitrostyrenes, which subsequently integrated to quinoline derivatives.


Proposed mechanism of the reaction


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In conclusion, an operationally simple and mild protocol for the synthesis of 3-arylquinolines from o-nitrobenzaldehydes and β-nitrostyrenes in one-pot using iron as the double-reducing reagent was developed. The mechanism studies suggested that the convergent integration of two in situ generated intermediates was the key step for the formation of 3-arylquinolines. Further studies into the applications of this method and strategy are currently underway in our laboratory.       


ChemistrySelect 2017, 2, 1048 – 1051

10.1002/slct.201700063

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