Direct oxidative coupling of electron-rich arenes via double C-H functionalization

ORGN 569

Timothy A. Dwight, tdwight@gmail.com and Brenton DeBoef, bdeboef@chm.uri.edu. Department of Chemistry, University of Rhode Island, 51 Lower College Rd, Kingston, RI 02881
The most common method of synthesizing bi-aryls is the Suzuki reaction which is more costly than the methods being presented because of the required prefunctionalization of the arene substrates with boronic acids and/or halides. We have developed solvent controlled methods of coupling indole or benzofuran based substrates with benzene or the dimerization of these molecules. The reaction is catalyzed by palladium (II) acetate, and can be regenerated using oxidants such as copper (II) acetate or heteropolymolybdovanadic acids and molecular oxygen.

 

Physical Organic Chemistry, Metal-Mediated Reactions, Asymmetric Reactions and Syntheses
8:00 PM-10:00 PM, Tuesday, August 21, 2007 BCEC -- Exhibit Hall - B2, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, August 20, 2007 BCEC -- Exhibit Hall - B2, Sci-Mix

Division of Organic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007