Quinone methides derived from Uhlé's ketone
- 1 January 1975
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 22,p. 2257-2261
- https://doi.org/10.1039/p19750002257
Abstract
Base-catalysed condensation of 3,4-dihydrobenz[cd]indol-5-(1H)-one (1) with aromatic aldehydes gives 4-arylmethylene-3,4-dihydrobenz[cd]indol-5(1H)-ones (11) and 4-benzylbenz[cd]indol-5(1H)-ones (12); the former are converted into the latter by acid. Spectroscopic studies indicate that the latter compounds exist, in solution, as the uncharged quinone methides, rather than as the aromatic zwitterion forms.Keywords
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