Alkylation of N-aryl and N-arylalkyl acetamides with hydroxy adamantane derivatives in trifluoroacetic acid was studied. The differentiating effect of trifluoroacetic acid on the regio-selectivity of adamantylation of o-alkyl-substituted acetanilides was established, leading to energetically more stable products of para-substitution with respect to the alkyl group (the content of para-alkyl isomers is 93–94%). This enabled the synthesis of adamantylaminoarenes in 83–99% yields and with 95–99% purity.

中文翻译：

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N-芳基和 N-芳基烷基乙酰胺在三氟乙酸中的金刚烷基化

研究了 N-芳基和 N-芳基烷基乙酰胺与羟基金刚烷衍生物在三氟乙酸中的烷基化反应。确定了三氟乙酸对邻烷基取代乙酰苯胺的金刚烷基化区域选择性的差异化作用，导致相对于烷基的对位取代产物在能量上更稳定（对位烷基异构体的含量为 93– 94%）。这能够以 83-99% 的产率和 95-99% 的纯度合成金刚烷基氨基芳烃。