Photochemical reactions of 2-(alkoxycarbonyl)-, 2-cyano-, and 2-(phenylthio)-cycloalkanones in alcoholic solution. Formation of. OMEGA.-substituted esters.

M Tokuda, Y Watanabe, M Itoh

Index: Tokuda,M. et al. Bulletin of the Chemical Society of Japan, 1978 , vol. 51, p. 905 - 908

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Citation Number: 6

Abstract

Photochemical reaction of ethyl 2-oxo-1-cyclohexanecarboxylate (3) in methanol gave ethyl methyl heptanedioate, trans-and cis-ethyl 7-oxo-2-heptenoate, and ethyl 7-oxo-3- heptenoate in 25, 7, 8, and 21% yields, respectively. Photochemical reactions of 3 in ethanol, isopropyl alcohol, and t-butyl alcohol gave the corresponding ω-alkoxycarbonyl esters. Other 2-(alkoxycarbonyl)-cyclopentanones and-cycloheptanone underwent similar ...