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Synfacts 2014; 10(12): 1303
DOI: 10.1055/s-0034-1379422
DOI: 10.1055/s-0034-1379422
Metal-Mediated Synthesis
Catalytic gem-Difluoropropargylation Using Aryl and Alkenyl Boron Reagents
Further Information
Publication History
Publication Date:
18 November 2014 (online)
Significance
The authors report the first palladium-catalyzed gem-difluoropropargylation of organoboron reagents using gem-difluoropropargyl bromides. A wide range of novel molecules with potential use as building blocks in organic synthesis were prepared. The reaction proceeds with high regioselectivity, broad substrate scope, and excellent functional group compatibility.
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Comment
Whereas in previous reports special phosphine ligands with large bite angles or very bulky substituents needed to be applied, now a simple ligand (o-Tol)3P can be used. The late-stage introduction of the fluoro substituents is suitable for applications in the synthesis of complex molecules.
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