A series of ortho-bromochalcones has been prepared and each has been heated and irradiated in strong acid. In most cases a four-electron electrocyclic reaction occurred preferentially to give 3-arylindan-1-ones in good yield. The acrylchalcone 4′-methoxy-3,3-bis-(4-methoxyphenyl)acrylophenone (26) failed to cyclise but underwent fragmentation yielding a diarylethylene (32).
E. McDonald and P. Smith, J. Chem. Soc., Perkin Trans. 1, 1980, 837 DOI: 10.1039/P19800000837
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