Streamlined Synthesis of the Bippyphos Family of Ligands and Cross-Coupling Applications
Organic Process Research & Development2008Vol. 12(3), pp. 480–489
Citations Over TimeTop 10% of 2008 papers
Abstract
We describe the efficient preparation of Bippyphos, 1. The key precursor to Bippyphos, 5, was prepared via a one-pot bromination of diketone 2 followed by alkylation with pyrazole and condensation with phenylhydrazine. Lithiation of 5 and trapping with di-tert-butylchlorophosphine afforded Bippyphos, 1. Using this approach we have prepared several derivatives of Bippyphos to probe the structure and activity relationships of this family of phosphine ligands. We also demonstrate the utility of these ligands in Pd-catalyzed amination reactions and other cross-coupling reactions.
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