Nucleophilic substitution process

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

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562492, C07C12150, C07C 6333

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045029954

ABSTRACT:
Fluoronitrolarylacetonitriles are prepared by reacting a fluoronitroaromatic compound having a nitro substituent, at least one fluoro substituent, and at least one replaceable hydrogen on (1) a benzene ring bearing at least one other innocuous substituent, (2) a heterocyclic aromatic ring, or (3) a carbocyclic aromatic ring of a polycyclic ring structure 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 fluoronitroaromatic compound during which an alpha-substituent functions as a leaving group.

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Golinski et al., Tetrahedron Letters No. 37, pp. 3495-3498, (1978).
Mokosza et al., J. Org. Chem., vol. 45, pp. 1534-1535, (1980).
Mokosza, Int. Conf. Chem. Biotechol. Biol. Act. Nat. Prod. (Proc.), vol. 2, pp. 480-490, (1981).

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