Reaction of 4‐(N,N‐Dimethylaminophenyl)magnesium Bromide with Palladium Tetrakis(triphenylphosphine).

Abstract

Reaction of 4-(N,N-Dimethylaminophenyl)magnesium Bromide with PalladiumTetrakis(triphenylphosphine). -The palladium-catalyzed cross coupling reaction of bromobenzonitrile (I) with dimethylaminophenylmagnesium bromide (II) is studied in detail concerning the influence of reaction conditions on the ratio of cross coupling (IV) to C≡N addition product (III). Various reaction conditions are studied, including temperature, catalyst concentration, order of reagent addition, precomplexation and overall reaction times, and the optimal reaction conditions for the formation of adduct (III) or cross coupling product (IV) are presented. -(ZAVGORODNII, V. S.; KLYUCHINSKII, S. A.; FAUVARQUE, J.-F.; LALLEVE, G.; BISPO, I.; Russ. J. Org. Chem. 39 (2003) 2, 219-225; St. Petersburg State Technol. Inst., St. Petersburg 198013, Russia; Eng.) -Mischke 46-057