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Issue 18, 1997
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Applications of the spiroannulation of tetralins with alkynes; towards new anti-estrogenic compounds

Abstract

Thermal reaction of the benzocyclobutene 17 with 4-methoxystyrene leads to 1-cyano-2-(4-methoxyphenyl)-6-methoxytetralin † 19 through an electrocyclic ring opening Diels–Alder sequence: the derived acid chloride 20, and its analogue 10, then undergoes an unusual addition–cyclisation reaction with alkynes catalysed by aluminium chloride, to yield the tricyclospirodienones 21a–c and 11a,b; the former set show moderate aromatase inhibitory activity.

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Article information


J. Chem. Soc., Perkin Trans. 1, 1997, 2707-2712
Article type
Paper

Applications of the spiroannulation of tetralins with alkynes; towards new anti-estrogenic compounds

F. Thomas Boyle, O. Hares, Z. S. Matusiak, W. Li and D. A. Whiting, J. Chem. Soc., Perkin Trans. 1, 1997, 2707
DOI: 10.1039/A702992F

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