ORGN 580 |
Direct synthesis of H-phosphinate esters by palladium-catalyzed cross-coupling
| Karla Bravo-Altamirano, Zhihong Huang, and Jean Luc Montchamp. Department of Chemistry, Texas Christian University, 2800 S. University Drive, Fort Worth, TX 76129 |
| Monosubstituted phosphinate esters are prepared in a straightforward one pot process by coupling aryl, heteroaryl, alkenyl and benzylic electrophiles to in situ-generated alkylphosphinates (ROP(O)H2)using palladium catalysis. For the first time, a general synthesis is described, which is applicable to a variety of electrophilic substrates, including triflates, bromides and benzylic chlorides. The reaction can be conducted using alkoxysilanes and a base, aminoalkoxysilanes and even in the absence of the base. This practical and versatile process significantly expands the scope of related palladium-catalyzed phosphorus-carbon bond forming reactions. 
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New Reactions, Methodology, Heterocycles, Aromatics
8:00 PM-10:00 PM, Wednesday, August 25, 2004 Pennsylvania Convention Center -- Hall D, Poster
Division of Organic Chemistry
The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004
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