Fluorinated synthons for modified Julia olefinations

ORGN 508

Barbara Zajc, barbaraz@sci.ccny.cuny.edu and Arun K Ghosh, akghosh@sci.ccny.cuny.edu. Department of Chemistry, The City College and The City University of New York, 138th Street at Convent Avenue, New York, NY 10031
Several fluoro 1,3-benzothiazol-2-yl and 1-phenyl-1H-tetrazol-5-yl sulfones were synthesized via deprotonation-fluorination.  Under heterogeneous fluorination conditions high yields of fluorinated derivatives were obtained, whereas homogeneous conditions led only to recovery of the starting sulfones.  The fluorinated sulfones were used in the modified Julia olefination to yield regiospecifically fluorinated alkenes in high yields.

 

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