Copper-catalyzed C-N bond formation: The cross-coupling of oxime esters and vinyl boronic acids

ORGN 484

Songbai Liu, sliu3@emory.edu1, Ying Yu, yu_ying@lilly.com2, and Lanny S. Liebeskind, chemLL1@emory.edu1. (1) Department of Chemistry, Emory University, 1515 Dickey Drive, Atlanta, GA 30322, (2) Chemical Product Research and Development, Eli Lilly and Company, Lilly Corporate Center, Indianapolis, IN 46285
Although C-N bond formation has been well established under forcing conditions, the effort to develop very mild, highly functionality compatible reactions is always welcome. 2-Azadiene, a class of important building blocks in N-heterocycle synthesis, still cannot be obtained through a mild and general way. A new method for this purpose has been explored. Through the copper-catalyzed cross-coupling reaction of oxime esters and vinyl boronic acids 2-azadienes are prepared in high yield under mild conditions.
 

New Reactions and Methodology, Heterocycles and Aromatics, Bioorganic Chemistry
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006