Abstract
A one-pot route to 3-benzo[ b]thiophen-2-yl-acrylates ( 2 ) from the corresponding thiophenols ( 1 ) is reported. Ester reduction and subsequent hydroxyl esterification deliver psuedo trienoates ( II ) which undergo an intramolecular Diels–Alder (IMDA) reaction to give two 2-oxa-9-thiacyclopenta[ b]fluoren-3-one products ( I )—the major Diels–Alder product rearomatizes to 7 .
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