A diastereoselective synthesis of functionalised tetrahydroquinolines was performed using a one-pot
imino Diels-Alder cycloaddition reaction of anilines, benzaldehydes and isoeugenol at room temperature using
propylene carbonate as an environmentally friendly solvent and molecular iodine as an efficient catalyst. This
new protocol has the advantages of higher yields, mild conditions, simple methodology, a short reaction time
and a straightforward work-up. Propylene carbonate served as an alternative solvent to the organic solvents
commonly used for this reaction, e.g., CH2Cl2, DMF, and MeCN.
Keywords: Diels-Alder, green chemistry, Povarov Reaction, propylene carbonate, tetrahydroquinoline.
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