Copper Catalyzed Asymmetric Sonogashira Coupling Reaction of Alkyl Halides

Copper-catalyzed arylation of alkyl halides with arylaluminum reagents

We report a Cu-catalyzed coupling between triarylaluminum reagents and alkyl halides to form arylalkanes. The reaction proceeds in the presence of N,N,N',N'-tetramethyl-o-phenylenediamine (NN-1) as a ligand in combination with CuI as a catalyst. This catalyst system enables the coupling of primary alkyl iodides and bromides with electron-neutral and electron-rich triarylaluminum reagents and af...

Copper nanoparticle-catalyzed cross-coupling of alkyl halides with Grignard reagents.

A cross-coupling reaction between alkyl bromides and chlorides and various Grignard reagents was carried out in the presence of commercially available copper or copper oxide nanoparticles as a catalyst and an alkyne additive. The catalytic system shows high activity, a broad scope, and good functional group tolerance.

Palladium-catalyzed intermolecular Heck reaction of alkyl halides.

Intermolecular Heck reaction of common alkyl halides, a longstanding problem in palladium catalysis, is realized with a simple Pd/dppf catalyst. Both primary and secondary alkyl halides are suitable for coupling with aromatic olefins. Single electron transfer from (dppf)Pd(0) to alkyl halide initiated the catalytic cycle and gave alkyl radicals.

A thiocyanato-bridged copper(I) cubane complex and its application in palladium-catalyzed Sonogashira coupling of aryl halides.

Reaction of copper(I) thiocyanate with 1,1'-bis(di-tert-butylphosphino) ferrocene (dtbpf) in a 2:1 molar ratio in DCM-MeOH (50:50 V/V) afforded a tetranuclear copper(I) complex [Cu4(μ3-SCN)4(κ(1)-P,P-dtbpf)2] (1) with a cubane-like structure. Complex 1 was shown to be an efficient catalyst in comparison to CuI in the Sonogashira reaction. The coupling products were obtained in high yields by us...

Transition-metal-catalyzed alkylations of amines with alkyl halides: photoinduced, copper-catalyzed couplings of carbazoles.