Synthesis and Some Reactions of New N-[Aryl(Benzyl, Cyclohexyl, Propyl)sulfonyl]-4-azatricyclo[5.2.1.02,6]dec-8-enes.

Autor: Kas'yan, L. I., Tarabara, I. N., Kas'yan, A. O., Yarovoi, M. Yu.
Předmět:
Zdroj: Russian Journal of Organic Chemistry; Nov2003, Vol. 39 Issue 11, p1629-1635, 7p
Abstrakt: A synthesis was accomplished of 4-azatricyclo[5.2.1.02,6]dec-8-ene by aminolysis of bicyclo[2.2.1]hept-2-ene-endo,endo-5,6-dicarboxylic acid anhydride followed by transformation of amidoacid into imide that was subsequently reduced by lithium aluminum hydride. The reaction of the key tricyclic amine with sulfonyl chlorides afforded N-[aryl(benzyl, cyclohexyl, propyl)sulfonyl]-4-azatricyclo[5.2.1.02,6]dec-8-enes.The sulfonamides were subjected to epoxidation with perphthalic acid. By reaction of sulfonamides with p-nitrophenyl azide triazolines were obtained. The structure of compounds synthesized was confirmed by IR, 1H and 13 NMR spectra. [ABSTRACT FROM AUTHOR]
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