Copper-catalyzed C-P bond construction via direct coupling of secondary phosphines and phosphites with aryl and vinyl halides.
A general method for the coupling of aryl and vinyl halides with diaryl and dialkyl phosphines, as well as with dibutyl phosphite, is reported. This highly efficient transformation is realized through the use of copper(I) iodide as a catalyst, N,N'-dimethylethylenediamine as a ligand, and Cs(2)CO(3) as a base. A variety of sterically hindered and/or functionalized substrates were found to react under these reaction conditions to provide products in good to excellent yields. [reaction: see text]
Gelman
Dmitri
D
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.
Jiang
Lei
L
Buchwald
Stephen L
SL
D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*; D017905:Phosphites / Q000737:chemistry*; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000737:chemistry*
D006841:Hydrocarbons, Aromatic; D006846:Hydrocarbons, Halogenated; D010720:Phosphines; D017905:Phosphites; D014753:Vinyl Compounds; D003300:Copper