Streamlined Synthesis of the Bippyphos Family of Ligands and Cross-Coupling Applications

Autor:	Robert A. Singer, Janice E. Sieser, Gregory J. Withbroe
Rok vydání:	2008
Předmět:	Diketone chemistry.chemical_compound Chemistry Organic Chemistry Halogenation Organic chemistry Physical and Theoretical Chemistry Alkylation Pyrazole Combinatorial chemistry Amination Phosphine Phenylhydrazine
Zdroj:	Organic Process Research & Development. 12:480-489
ISSN:	1520-586X 1083-6160
DOI:	10.1021/op7002858
Popis:	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.
Databáze:	OpenAIRE
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