Grignard reagents aryl halide reactions with

Sml2 (stoichiometric amount) promotes alkylation of ketones in THF by alkyl hromidcs, iodides, or tosylates. The reaction is slow, but can be accelerated by a catalytic amount of FcClj. This reaction is analogous to reaction of ketones with Grignard reagents. Vinylic and aryl halides do not undergo this alkylation.1... 

The Grignard reagents are far more applicable counterparts in the nickel- and palladium-catalysed Kharasch cross-coupling reactions with aryl halides (1, Br, Cl), as well as aryl triflatcs, to give biaryls in moderate to excellent yields [19]. In early... 

Purpose. This experiment illustrates a selective cross-coupUng reaction between an alkyl Grignard reagent and an aryl halide in the presence of a nickel phosphine catalyst to form a C—C bond. The reaction is also used to demonstrate the technique of "labeling" specific hydrogen atoms with an isotope for identification purposes. 

The reaction proceeds by formation of the Grignard reagent from o bromofluorobenzene Because the order of reactivity of magnesium with aryl halides is Arl > ArBr > ArCl > ArF the Gngnard reagent has the structure shown and forms benzyne by loss of the salt FMgBr... 

In a Kumada-Corriu reaction, an aryl halide is oxidatively coupled with a homogeneous nickel(ll)-phosphine catalyst [2], This species reacts with a Grignard reagent to give biaryl or alkylaryl compounds. Later, palladium-phosphine complexes were also successfully applied. By this means, stereospecific transformations were achieved. 

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