Coupling of organometallic reagents with

Coupling of Organometallic Reagents With Esters of Sulfuric and Sulfonic Acids, Sulfoxides and Sulfones... 

Coupling of Organometallic Reagents With Carboxylic Esters... 

Scheme 8.10. Palladium-Catalyzed Cross Coupling of Organometallic Reagents with...

Coupling of organometallic reagents with hahdes in a carbon monoxide atmosphere leads to ketones by incorporation of a carbonylation step.147 148 These reactions involved a migration of one of the organic subsituents to the carbonyl carbon, followed by reductive elimination. These reactions can be carried out with stannanes149 or boronic acids150 151 as the nucleophilic component. 

Coupling of Organometallic Reagents with Carboxylic Esters Alkyl-de-acyloxy-substitution... 

Transition metal-catalyzed coupling of organometallic reagents with organic halides and related electrophiles... 

Prior chapters have covered the use of transition metals in asymmetric hydrogenations ( 6.2 and 7.1), hydroborations ( 7.3), hydrosilylations and hydro-cyanations ( 6.3, 6.4, 7.4 and 7.5), cyclopropanations ( 7.19), aldol reactions ( 6.11), allylations of carbanions ( 5.3.2), and some sigmatropic rearrangements ( 10.3). This chapter covers other reactions catalyzed by transition metal complexes including coupling of organometallic reagents with vinyl, aryl or allyl derivatives, Heck reactions allylamine isomerizations, some allylation reactions, car-bene insertions into C-H bonds and Pauson-Khand reactions. 

COUPLING OF ORGANOMETALLIC REAGENTS WITH VINYL, ARYL AND ALLYL DERIVATIVES [253, 752,910]... 

Coupling with Organometallic Reagents. Coupling of organometallic reagents with AcCl is a valuable method for preparation of methyl ketones. Generally a catalyst (either a Lewis acid or transition metal salt) is required. 

In this chapter, the substitution reactions of organometallic reagents with organic halides and related electrophiles are reviewed. - The major portion of the chapter is devoted to a discussion of organocopper compounds, which first transformed the alkylation of nonstabilized carbanions into a reaction of general synthetic utility. More recently, transition metals other than copper have also found widespread application in such coupling reactions, and developments in this area are outlined in Section 1.5.3. 

In spite of the considerable difference in the rates of the reactions of organometallic reagents with 2-pyridyl and 2-quinolinylsulfoxides, a cross-coupling reaction was successfully performed with different combination of mixtures of sulfoxides [(155) + (156)]. This reaction is not selective and affords mixtures of cross-coupling products (157) and homocoupling products (158) and (159). 

The mechanism of the reactions of organometallic reagents with thionyl chloride involves a series of pseudorotations ( F), ligand exchange and ligand coupling reactions. (Scheme 3.18)... 

Nickel and Palladium Complex Catalyzed Cross-Coupling Reactions of Organometallic Reagents with Organic Halides. 

M. Kumada, Nickel and Palladium Cross-Coupling Reactions of Organometallic Reagents with Organic Halides , Pure Appl. Chem., 1980, 52, 669. 

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