The chalcones derived from o-alkynylacetophenones and aromatic aldehydes (yne-enones) when heated under reflux with iodine in acetic acid gave a range of benzo[a]fluorenone derivatives in moderate to good yields. The transformation involves the formation of a vinyl indenone intermediate through regioselective alkyne hydration and intramolecular aldol condensation followed by electrocyclic ring closure and aromatization.
![Graphical abstract: Iodine-mediated synthesis of benzo[a]fluorenones from yne-enones](/en/Image/Get?imageInfo.ImageType=GA&imageInfo.ImageIdentifier.ManuscriptID=C9RA02376C&imageInfo.ImageIdentifier.Year=2019)
S. Akbar, V. J. Tamilarasan and K. Srinivasan, RSC Adv., 2019, 9, 23652 DOI: 10.1039/C9RA02376C
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