1021176-75-9Relevant academic research and scientific papers
Synthesis and characterization of an isopropylBippyPhos precatalyst
Coffey, Steven B.,Bernhardson, David J.,Wright, Stephen W.
, (2021/12/17)
A review of our high throughput reaction screening data revealed that BippyPhos was frequently associated with successful outcomes in Buchwald – Hartwig amination reactions. A barrier to the wider use of this ligand, particularly among those performing sm
Streamlined synthesis of the bippyphos family of ligands and cross-coupling applications
Withbroe, Gregory J.,Singer, Robert A.,Sieser, Janice E.
, p. 480 - 489 (2013/01/03)
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 ditert-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 Pdcatalyzed amination reactions and other cross-coupling reactions.
Pd-catalyzed aryl amination mediated by well defined, N-heterocyclic carbene (NHC)-Pd precatalysts, PEPPSI
Organ, Michael G.,Abdel-Hadi, Mirvat,Avola, Stephanie,Dubovyk, Igor,Hadei, Niloufar,Kantchev, Eric Assen B.,O'Brien, Christopher J.,Sayah, Mahmoud,Valente, Cory
experimental part, p. 2443 - 2452 (2009/04/08)
Pd-N-heterocyclic carbene (NHC)-catalyzed Buchwald-Hartwig animation protocols mediated by Pd-PEPPSI precatalysts is described. These protocols provide access to a range of hindered and functionalized drug-like aryl amines in high yield with both electron-deficient and electron-rich aryl- and heteroaryl chlorides and bromides. Variations in solvent polarity, base and temperature are tolerated, enhancing the scope and utility of this protocol. A mechanistic rationalization for base strength (pKb) requirements is also provided.
