Issue 2, 2010

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

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%).

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

Supplementary files

Article information

Article type
Communication
Submitted
03 Apr 2009
Accepted
03 Nov 2009
First published
20 Nov 2009

Chem. Commun., 2010,46, 258-260

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

A. De Blieck, K. G. R. Masschelein, F. Dhaene, E. Rozycka-Sokolowska, B. Marciniak, J. Drabowicz and C. V. Stevens, Chem. Commun., 2010, 46, 258 DOI: 10.1039/B906808B

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