Iron-catalyzed Cross-coupling Reactions

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

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

Iron-catalyzed cross-coupling reactions of various acyl chlorides or thioesters with Grignard reagents have been pioneered by Marchese et al. and other research groups.322 These transformations provide general and convenient access to a wide range of ketones and have been further extended to the use of a supported iron(lll) complex.323... 

Recent notable improvements by Knochel and co-workers include iron-catalyzed cross-coupling reactions of various acid chlorides 148 with dialkylzinc reagents (Equation (24))324 as well as the iron-catalyzed arylation of aroyl cyanides 149 with Grignard reagents (Equation (25)).3 5 In the first case Knochel s reaction conditions tolerate ester groups on the organozinc compounds, while in the latter case ester, aryl alkyl ether, cyano, and chloro functionalities on the aromatic moieties are compatibles with the reaction conditions. 

Review on advances in iron-catalyzed cross-coupling reactions A. Ftirstner and R. Martin, Chem. Lett., 34, 624 (2005). 

IV. IRON-CATALYZED CROSS-COUPLING REACTIONS A. Iron-catalyzed Alkenylation of Grignard Reagents... 

Scheme 5.1 Stereospecific iron-catalyzed cross-coupling reaction reported by Kochi and Tamura in 1971.

Table 5.3 Iron catalyzed cross-coupling reactions of alkenyl sulfonates.

Table 5.4 Reactivity profile of aryl electrophiles in iron-catalyzed cross-coupling reactions.

Table 5.5 Scope of aryl chlorides and sulfonates in iron-catalyzed cross-coupling reaction with RMgBr.

Table 5.8 Scope of iron-catalyzed cross-coupling reactions with sp3 electrophiles.

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