Synthesis of 2-amino-3-cyano-4H-chromenes

ORGN 767

Robert E. Sammelson, and Ryan W. McClurg. Department of Chemistry, Ball State University, 2000 University Ave, Muncie, IN 47306
We have been developing a new one-pot procedure for the reductive alkylation of 2-hydroxybenzaldehydes (salicylaldehydes) with malononitrile using sodium borohydride. The 2-hydroxybenzaldehydes, malononitrile, and sodium borohydride were employed and the intermediate and product steps of the reaction were optimized. 2-Hydroxyarylketones have also been employed with additional optimization required to prepare 4-substituted-2-amino-3-cyano-4H-chromenes. These 2-amino-3-cyano-4H-chromenes represent a privileged heterocyclic core for biological potential. Current progress in our laboratory on this reaction and further reactions on the products will be discussed.

Heterocycles and Aromatics, Asymmetric Reactions and Syntheses and Total Synthesis of Complex Molecules
7:00 PM-9:00 PM, Wednesday, August 19, 2009 Walter E. Washington Convention Center -- Ballroom C, Poster

8:00 PM-10:00 PM, Monday, August 17, 2009 Walter E. Washington Convention Center -- Hall D, Sci-Mix

Division of Organic Chemistry

The 238th ACS National Meeting, Washington, DC, August 16-20, 2009