Metal- and acid-catalyzed alkene amination reactions for heterocycle synthesis

ORGN 219

Forrest E. Michael, michael@chem.washington.edu, Department of Chemistry, University of Washington, Seattle, WA 98195-1700
A variety of methods for the direct amination of alkenes will be discussed. Palladium-catalyzed hydroamination, haloamination, arylamination and diamination reactions are powerful tools for the stereoselective synthesis of nitrogen heterocycles. All these reactions stem from differential functionalization of a common palladium-alkyl intermediate by the appropriate introduction of various external reagents. Acid-catalyzed oxidative amination reactions have proven to be a useful alternative route to diamine and aminoalcohol products. The mechanisms of these transformations will also be discussed, especially regarding the potential scope and utility of Pd(II)-Pd(IV) catalytic cycles in oxidative chemistry.

 

Young Academic Investigators
8:00 AM-12:00 PM, Monday, August 17, 2009 Walter E. Washington Convention Center -- 207A, Oral

Division of Organic Chemistry

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