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Synthesis of two unnatural oxygenated aaptaminoids.

The Journal of organic chemistry (2012-10-24)
Giorgio Abbiati, Arjana Doda, Monica Dell'Acqua, Valentina Pirovano, Diego Facoetti, Silvia Rizzato, Elisabetta Rossi
ABSTRACT

Two unprecedented oxygenated aaptaminoids have been synthesized starting from cheap and easily available 2,3-dihydroxybenzoic acid with the satisfactory overall yields of 31% and 34%. The key step of the procedure is the divergent thermic 5-exodig vs base-promoted 6-endodig cyclization of a 5-alkynylquinolinone derivative.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2,3-Dihydroxybenzoic acid, 99%