CAS Number: 14221-01-3
Product class: M-P, Homogeneous Catalysts, Monodentate Ligands, Phosphorus Ligands - Achiral
Reaction type: Cross Coupling Reactions with Arenes, Amination, Buchwald-Hartwig Aminaton, Carbonylation, Hiyama Coupling Reaction, Mizoroki Heck Coupling Reaction, Negishi Coupling Reaction, Sonogashira-Hagihara Coupling Reaction, Stille Reaction, Suzuki-Miyaura Coupling Reaction, Cyclization, Isomerization, Oxidation, Reduction
Applications & references
Suzuki coupling reaction as key synthesis step in the preparation of the chiral, nonracemic 3-aryl piperidine (OSU 6162), a potential central nervous system agent.
Reference: Org. Proc. Res. Dev. 2003, 7, 385. (DOI: 10.1021/op025620u)
Aryl-aryl Negishi coupling reaction in the preparation of 5-[2-Methoxy-5-(4-pyridinyl)phenyl]-2,1,3-benzoxadiazole (PDE472), a selective inhibitor of the phosphodiesterase PDE4D isoenzyme, which is well known as drug target for the treatment of asthma.
Reference: Org. Proc. Res. Dev. 2003, 7, 436. (DOI: 10.1021/op025615q)
Palladium catalyzed synthesis of trans-1,2-diazetidines by cyclization of 2,3-allenyl hydrazines with aryl halides.
Reference: Angew. Chem. Int. Ed. 2008, 47, 4581. (DOI: 10.1021/anie.200800364)
Palladium catalyzed cross coupling reaction of α-diazocarbonyl compounds with arylboronic acids providing access to α-aryl substituted α,β-unsaturated carbonyl compounds.
Reference: J. Am. Chem. Soc. 2008, 130, 1566. (DOI: 10.1021/ja0782293)
Palladium catalyzed intermolecular decarboxylative coupling in the presence of reactive C-H groups.
Reference: J. Org. Chem. 2010, 75, 1550. (DOI: 10.1021/jo9022793)