Cross Grignard reagent

Nickel (II) Catalyzed Cross-Coupling with Grignard Reagents (Kumada Reaction) Pure AppJ. Chem. 1980, 52, 669 Bull Chern. Soc.Jpn. 1976, 49, 1958... 

These aryl—aryl couplings are appHcations of the Ni(0) and Ni(II)-cataly2ed cross-couplings of unreactive organic haUdes with Grignard reagents. This work has been extensively reviewed (90). 

Alkyl- and aryl-pyridazines can be prepared by cross-coupling reactions between chloropyridazines and Grignard reagents in the presence of nickel-phosphine complexes as catalysts. Dichloro[l,2-bis(diphenylphosphino)propane]nickel is used for alkylation and dichloro[l,2-bis(diphenylphosphino)ethane]nickel for arylation (78CPB2550). 3-Alkynyl-pyridazines and their A-oxides are prepared from 3-chloropyridazines and their A-oxides and alkynes using a Pd(PPh3)Cl2-Cu complex and triethylamine (78H(9)1397). 

Geranyltrimethylsilane, 142 Grignard cross-coupling, asymmetric, 31 Grignard reaction, 39,63 Grignard reagent, 45,58,120,121... 

TABLE IRON CATALYZED CROSS COUPLING REACTIONS OF GRIGNARD REAGENTS WITH (HETEROJARYL CHLORIDES OR -TRIFLATES... 

Cross-Coupling of Arylchloridcs with Aryl Grignard Reagents... 

CROSS-COUPLING OF ARYLCHLORIDES WITH ARYL GRIGNARD REAGENTS (KUMADA REACTION)... 

Scheme 29 Iron-catalyzed cross coupling reaction of aryl Grignard reagents with alkyl halides...

Although the formation of tetraalkylferrates, for example, in the first step of a cross-coupling reaction starting from Fe(-i-3)-salts and alkyl Grignard reagents, seems possible, until now there is no analytical or spectroscopic proof for such a species. In fact, it was shown that Fe(-i-3) is reduced by MeLi or MeMgBr to Fe(-i-2) under release of ethane [5, 6]. 

A tandem cyclisation/cross-coupling reaction between 6-halo-1-hexene 82 and Grignard reagents 83 is successfully catalysed by a NHC-Co catalytic system (Scheme 5.23) [23]. 

Scheme 5.23 Tandem cyclisation/cross-coupUng reaction between alkene and Grignard reagents catalysed by a NHC-Co...

TABLE 3. Cross-coupling reaction of vinyl sulfones with Grignard reagents ... 

Nickel(II) salts are able to catalyze the coupling of Grignard reagents with alkenyl and aryl halides. A soluble 6 -phosphine complex, Ni(dppe)2Cl2, is a particularly effective catalyst.266 The main distinction between this reaction and Pd-catalyzed cross... 

Titanium derivatives were shown to serve as cross-coupling partners for aryl triflates chlorides or bromides, with better tolerance to functional groups than Grignard reagents although specific expensive N,P-chelating ligands are required (Equation (7)) 171... 

Aromatic and vinylic sulfides take part in cross-coupling reactions with Grignard reagents in the presence of Ni catalysts.336,337 This reaction has been applied to the enantioselective synthesis of binaphthyls using a standard chiral oxazoline ligand (Equation (25)) 338... 

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