Phosphorinanes as ligands for palladium-catalyzed cross-coupling chemistry.
[structure: see text] Phosphorinanes are presented as a class of phosphine ligand suitable for organopalladium cross-coupling chemistry. Prepared via a direct double Michael addition of a monoalkyl- or arylphosphine to phorone followed by a Wolf-Kishner reduction, phosphorinanes are relatively inexpensive to manufacture and allow modification of one of the alkyl moieties permitting steric and electronic fine-tuning of the ligands. Library screening and applications of these ligands in the Suzuki, Sonogashira, ketone arylation, and aryl amination reactions are presented.
Brenstrum
Tim
T
Department of Chemistry, McMaster University, Hamilton, Ontario, Canada.
Clattenburg
Julie
J
Britten
James
J
Zavorine
Serguei
S
Dyck
Jeff
J
Robertson
Alan J
AJ
McNulty
James
J
Capretta
Alfredo
A