Chemistry Letters

Nucleophilic Substitution of Aromatic Halides with Amines under High Pressure

T Ibata, Y Isogami, J Toyoda

Index: Ibata, Toshikazu; Isogami, Yasushi; Toyoda, Jiro Chemistry Letters, 1987 , p. 1187 - 1190

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Citation Number: 29

Abstract

The reaction of aromatic chlorides, bromides and iodides with various primary or secondary amines in a tetrahydrofuran solution under high pressure of 6–12 kbar gave the corresponding secondary and tertiary aromatic amines. The yields of the products depend on the bulkiness of amines used. 1, 4-Diazabicyclo [2.2. 2] octane and quinuclidine gave N- aryl quarternary ammonium halides in high yields in contrast to the low reactivity of acyclic ...