Use of InCl(3) as a cocatalyst and a Cl(2)Pd(DPEphos)-P(2-furyl)(3) catalyst system for one-pot hydrometalation-cross-coupling and carbometalation-cross-coupling tandem processes.
One-pot conversion of alkynes to regio- and stereodefined alkenylmetals containing Al and Zr via hydrometalation or carbometalation followed by their Pd-catalyzed cross-coupling with (E)-ICH=CHBr or (E)-ICH=CHCl proceeds cleanly and selectively to give the corresponding 1-halo-1,3-dienes in excellent yields using a catalyst system consisting of Cl(2)Pd(DPEphos), DIBAL-H, and TFP (catalyst A) with InCl(3) as a cocatalyst.
Qian
Mingxing
M
Herbert C. Brown Laboratories of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907-2084, USA.
Huang
Zhihong
Z
Negishi
Ei-ichi
E
D000480:Alkynes / Q000138:chemical synthesis*; D000535:Aluminum / Q000737:chemistry; D002384:Catalysis; D007204:Indium / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D015040:Zirconium / Q000737:chemistry
D000480:Alkynes; D009942:Organometallic Compounds; D007204:Indium; C020758:indium trichloride; D010165:Palladium; D015040:Zirconium; D000535:Aluminum