Cyclisation reactions of N-cinnamoyl-9-aminoanthracenes
Frank D King1, Abil Aliev, Stephen Caddick
1Department of Chemistry, University College London, 20 Gordon Street, London, UK. fd.king@btinternet.com.
Abstract:
N-Cinnamoyl-9-aminoanthracenes cyclise with PPA or triflic acid to form novel 2-azahexacyclo[10.6.6.0(1,5).0(6,11).0(13,18).0(19,24)]tetracosa-6(11),7,9,13,15,17,19(24),20,22-nonaen-3-ones. In contrast, both N-cinnamoyl-N-methyl-9-(2-aminomethyl)anthracene and N-cinnamoyl-9-(2-aminoethyl)anthracene undergo an intramolecular Diels-Alder cycloaddition.
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