Cross-couplings of unactivated secondary alkyl halides: room-temperature nickel-catalyzed Negishi reactions of alkyl bromides and iodides.
The development of a nickel- or palladium-catalyzed method for cross-coupling unactivated secondary alkyl halides has been a long-standing challenge in synthetic chemistry. This communication describes a simple catalyst system-Ni(cod)2/s-Bu-Pybox-that achieves room-temperature Negishi reactions of an array of functionalized primary and secondary alkyl bromides and iodides.
Zhou
Jianrong Steve
JS
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, MA 02139, USA.
Fu
Gregory C
GC
D006842:Hydrocarbons, Brominated / Q000138:chemical synthesis / Q000737:chemistry*; D006847:Hydrocarbons, Iodinated / Q000138:chemical synthesis / Q000737:chemistry*; D009532:Nickel / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry; D010165:Palladium / Q000737:chemistry; D013696:Temperature
D006842:Hydrocarbons, Brominated; D006847:Hydrocarbons, Iodinated; D009942:Organometallic Compounds; D010165:Palladium; D009532:Nickel