One-pot tandem 1,4–1,2-addition of phosphites to quinolines

Ann De Blieck, Kurt G. R. Masschelein, Fréderic Dhaene, Ewa Różycka‐Sokołowska, Bernard Marciniak, J. Drabowicz, Christian V. Stevens

Chemical Communications · 2009 · 33 citations · 25 references

Concepts

Abstract

Trialkyl and silylated dialkyl phosphites were evaluated as phosphorus nucleophiles for the addition to quinolines in a strong acidic medium allowing consecutive 1,4- and 1,2-addition breaking up the aromatic stabilisation, thereby leading to 2,4-diphosphono-1,2,3,4-tetrahydroquinolines in one single reaction step in moderate to good yields (2-84%).

References

25