Abstract
1-Adamantanecarbonitriles are very active in the Stephen reaction, which allows synthesis of the corresponding aldehydes in high yields. Electron-acceptor substituents in the 3 position of the adamantine nucleus exert almost no effect on the yield of aldehydes. Separation of the nitrile group and the adamantane nucleus by one methylene group results in a complete loss of reactivity. A quantitative study of the reactivity of the synthesized aldehydes in the oximation reaction was performed.
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Voloboev, S.N., Butenko, L.N. & Novakov, I.A. Synthesis and Reactivity of Aldehydes of the Adamantane Series. Russian Journal of General Chemistry 71, 1121–1125 (2001). https://doi.org/10.1023/A:1013178326353
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DOI: https://doi.org/10.1023/A:1013178326353