Canadian Journal of Chemistry

Photochemical Ring Enlargements of Two α-Cyanocycloalkanones

GK Chip, TR Lynch

Index: Chip,G.K.; Lynch,T.R. Canadian Journal of Chemistry, 1974 , vol. 52, p. 2249 - 2254

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Citation Number: 5

Abstract

The photochemical transformations undergone by 2-cyano-2-methylcycloheptanone (1) and 2-cyano-2-methylcyclohexanone (2) have been studied in methanol and aqueous dioxane. In the former solvent, 1 is isomerized to three products in the ratio 78: 8: 13, corresponding to the enals 3 a and 3 b, and a new ring expansion product 4, respectively. In aqueous dioxane, the cyclic imide 6 was obtained in 18% yield. Cycloalkanone 2 in methanol ...

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