Ortho-directed metallation of Ï€-deficient heterocycles in connection with palladium-catalyzed biaryl cross-coupling – Synthesis of marine alkaloids of the pyridoacridine series

Godard, A; Rocca, P; Guillier, F; Duvey, G; Nivoliers, F; Marsais, F; Quéguiner, G
November 2001
Canadian Journal of Chemistry;Nov2001, Vol. 79 Issue 11, p1754
Academic Journal
Connection between ortho-directed metallation of π-deficient heterocycles and Suzuki cross-coupling reactions provides a very efficient and fruitful strategy to polycyclic molecules of biological interest. The methodology is used to synthesize alkaloids or precursors and analogues of natural compounds of the pyrido[2,3,4-k,l]acridine series.Key words: marine alkaloids, pyrido[2,3,4-k,l]acridines, metallation, cross-coupling.L'association des réactions de métallation et de couplage croisé de type Suzuki est une méthode efficace et fructueuse de synthèse de molécules polycycliques possédant des propriétés biologiques intéressantes. Cette méthode a été utilisée pour synthétiser des composés précurseurs ou analogues de composés naturels de la famille des pyrido[2,3,4-k,l]acridines.Mots clès : alcaloïdes marins, pyrido[2,3,4-k,l]acridines, metallation, couplage croisé.


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