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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

Aus der Natriumverbindung (I) und Phenylacetylen (II) entsteht cis‐β‐Triethylstannyl‐styrol (III), das bei erhöhter Temperatur in die trans‐Verbindung (IV) übergeht.

Die Methylstannyl‐zimtsäureester (I) und (IV) reagieren mit Brom in Chloroform unter Addition an die olefinische Doppelbindung.