Abstract
Regioselective synthesis of pentacyclic heterocycles containing oxygen, nitrogen, and sulfur has been achieved in good to excellent yields by the sequential Claisen rearrangement of but-2-ynyl ethers and sulfides containing quinolone moiety. The substrates ethers and sulfides were prepared from 1-aryloxy-4-chlorobut-2-ynes with N-alkyl-4-hydroxyquinoline-2(1H)-ones.Key words: regioselectivity, [3,3] sigmatropic rearrangement, nucleophilicity of sulfur, aluminium chloride, heterocycles.
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