Suzuki cross-couplings for functionalized azobenzene synthesis

ORGN 517

Jessica H Harvey, jharvey@berkeley.edu, Brandon K Butler, Matthew Volgraf, and Dirk Trauner. Department of Chemistry, University of California, Berkeley, Berkeley, CA 94620
Functionalized azobenzenes are valuable tools to influence protein activity. Despite 100 years of azobenzene chemistry, however, a general synthetic strategy for their synthesis via cross coupling has not been established. We have developed Suzuki couplings to trifluoroborate azobenzenes to prepare light-switchable kinase inhibitors (Fig 1). The scope and limitations of this reaction was investigated.

 

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