Benzene alkylation with cyclopropane‐containing polycyclic hydrocarbons (tetracyclo[4.3.0.02,4.03,7]nonane, exo‐exo‐hexacyclo[9.2.1.02,1003,804,605,9]‐tetradecane, exo‐endo‐hexacyclo[9.2.1.02,1003,804,605,9]tetradecane, endo‐exo‐hexacyclo[9.2.1.02,1003,804,605,9]tetradecane, and endo‐endo‐hexacyclo[9.2.1.02,1003,804,605,9]tetradecane) was accomplished under the action of the [Et3NH]+[Al2Cl7]‐ ionic liquid.
The amidation of heptacyclo[8.4.0.02,12.03,8.04,6.05,9.011,13]tetradecane (binor-S) with aceto-, propio-, valero-, and benzonitrile was performed in the presence of water and FeCl3·6H2O as catalyst to give the corresponding 10-exo-amidohexacyclo[9.2.1.02,7.03,5.04,8.09,13]tetradecanes. Hydrolysis of 10-exo-acetamidohexacyclo[9.2.1.02,7.03,5.04,8.09,13]tetradecane with sodium hydroxide in n-butanol afforded 10-exo-aminohexacyclo[9.2.1.02,7.03,5.04,8.09,13]tetradecane in quantitative yield.
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