Abstract
The synthesis of a series of 2,2-disubstituted-6-cyanocyclohexanones by hydrolysis of the precursor 3,3-disubstituted-2-amino-1-cyanocyclohexenes (2,2-disubstituted-6-cyanocyclohexanoneimines) is described. The appropriate disubstituted acetonitriles reacted with 1-chloro-4-bromobutane to give the chloro nitriles, which were converted into the 2,2-disubstituted-heptanedinitriles for cyclization. The cyclic imino nitriles (enamines) hydrolyzed to keto nitriles, keto amides, or ketones depending on the reaction conditions. The new compounds possess the following substituents: dimethyl, diethyl, ethyl phenyl, and diphenyl. The enolization of the β-keto nitriles is discussed.
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