Synthesis of internal alkynes using alkynylboron dihalides

ORGN 348

George W. Kabalka, kabalka@utk.edu1, Min-Liang Yao, yao@ion.chem.utk.edu2, and Scott Borella, borella@ion.chem.utk.edu2. (1) Departments of Chemistry and Radiology, University of Tennessee, Buehler Hall, Knoxville, TN 37996-1600, (2) Departments of Chemistry and Radiology, University of Tennessee, Buehler Hall, Knoxville, TN 37996
A novel method to generate alkynylboron dihalides was developed. The coupling reaction of alkynylboron dihalides with alcohols provides an efficient route to secondary alkylacetylene derivatives. This new route to secondary alkylacetylenes alleviates difficulties associated with the Pd-catalyzed alkynylation procedures and successfully overcomes the isomerization problems encountered using traditional coupling methods

 

New Reactions and Methodology, Bioorganic Chemistry, Molecular Recognition and Self Assembly
8:00 PM-10:00 PM, Tuesday, 28 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 27 March 2006 Georgia World Congress Center -- Ex. Hall B4, Sci-Mix

Division of Organic Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006