摘要
An efficient, one-pot methodology of direct synthesis of perylene-fused cyclic ketones from perylene and 2-alkenoic acids under acidic catalytic conditions has been developed. The reaction of perylene with 2,3-disubstituted 2-alkenoic acid leads, via Friedel-Crafts acylation followed by Nazarov cyclization, to the formation of disubstituted 5,6-dihydro-4H-cyclopenta[b]perylen-4-ones in high yield (up to 97%) and high diastereoselectivity, whereas the reaction with acrylic acid leads, via alkylation followed by intramolecular Friedel-Crafts acylation, to 2,3-dihydro-1H-benzo[cd]perylen-1-one.
- 出版日期2016-8