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
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