Volume 18, Issue 24
Isocyclic Compounds
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ChemInform Abstract: Transition Metal Catalyzed Reaction of Me3SiCN. Part 4. Palladium-Catalyzed Cyanation of Aryl Halides by Trimethylsilyl Cyanide.

N. CHATANI

N. CHATANI

Inst. Sci. Ind. Res., Osaka Univ., Ibaraki, Osaka 567, Japan

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T. HANAFUSA

T. HANAFUSA

Inst. Sci. Ind. Res., Osaka Univ., Ibaraki, Osaka 567, Japan

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First published: June 16, 1987

Abstract

Reaction of the aryl iodides (I) with trimethylsilyl cyanide (II) in the presence of catalytic amounts of the palladium complex (III) yields the aryl cyanides (IV).

ChemInform Abstract

Reaction of the aryl iodides (I) with trimethylsilyl cyanide (II) in the presence of catalytic amounts of the palladium complex (III) yields the aryl cyanides (IV). The best results are obtained using triethylamine as the solvent. In the case of the bromoiodobenzene (Va), the dinitrile (VI) is formed, together with the bromonitrile (VIIa) as the main product, whereas the diiodobenzene (Vb) only produces (VI).

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