Chemistry of Heterocyclic Compounds p. 1008 - 1011 (1982)
Update date:2022-08-04
Topics:
Andreichikov, Yu. S.
Sivkova, M. P.
Shapet'ko, N. N.
The reaction of substituted methyl 1-adamantyl ketones with an equimolar amount of 5-phenyl-2,3-dihydrofuran-2,3-dione under the conditions of the thermal decarbonylation of the latter leads to the corresponding 2-methyl-2-adamantyl-6-phenyl-1,3-dioxen-4-ones, 6-phenyl-3-benzoyl-2,4-dione, and the starting ketones.The steric and electronic factors that affect the yields of the dioxen-4-ones were examined. α-Hydroxymethyl 1-adamantyl ketones open up the furan ring to give 1-adamantoyl-methyl benzoylpyruvate.Data from the IR, PMR, and UV spectra are presented.
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