Nucleophilic substitution process

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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C07C12150

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044990260

ABSTRACT:
Nitroarylacetonitriles are prepared by reacting a nitroaromatic compound which is devoid of halogen on the aromatic ring carrying a nitro group with an alpha,alpha-disubstituted acetonitrile in an inert solvent and in the presence of a base so that the nitrile undergoes a nucleophilic substitution on an unsubstituted ring carbon of the nitroaromatic compound during which an alpha-substituent functions as a leaving group. Nitrobenzene acetic acids and their nitriles are useful intermediates for the synthesis of pharmaceuticals.

REFERENCES:
Golinki et al., Tetrahedron Letter, No. 37, pp. 3495-3498, (1978).
Makosza et al., J. Org. Chem., vol. 45, pp. 1534-1535, (1980).
Mabosza, Int. Conf. Chem. Biotechol. Biol. Act. Nat. Prod. (Proc.), vol. 2, pp. 480-490, (1981).

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