Bismuth triflate-catalyzed synthesis of 2,4-dimethoxy-2-methyldihydrobenzopyrans

ORGN 598

Ram S. Mohan1, Mai P. Nguyen2, Joshua N. Arnold1, and Katherine E. Peterson1. (1) Laboratory for Environment Friendly Organic Synthesis, Department of Chemistry, Illinois Wesleyan University, 201 East Beecher Street, Bloomington, IL 61701, (2) Department of Chemistry, Illinois Wesleyan University, 201 East Beecher Street, Bloomington, IL 61701
Substituted dihydrobenzopyrans are obtained in good yields by treatment of a variety of salicylaldehydes with 2 mol % bismuth triflate and 3 equivalents of 2,2-dimethoxypropane in anhydrous acetonitrile. Bismuth compounds are attractive as reagents in organic synthesis because of their remarkably low toxicity and ease of handling. The effects of the solvent, temperature and catalyst on this reaction are being investigated. The results of this study will be presented.

 

New Reactions, Methodology, Heterocycles, Aromatics
8:00 PM-10:00 PM, Wednesday, August 25, 2004 Pennsylvania Convention Center -- Hall D, Poster

Division of Organic Chemistry

The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004