Tetrahedron p. 2803 - 2806 (1983)
Update date:2022-08-03
Topics:
Bellamy, F. D.
Chazan, J. B.
Ou, K.
Three compounds, 2a, 2b, and 2c have been synthesized by an analogy with glaziovine 1 which has been claimed to have anxiolytic properties similar to diazepam.The intermediates indanones 5 have been obtained according to conventional (for 5a) or less conventional procedure (5b) and then converted to the corresponding indanones 11.Michael addition of methylbenzylamine followed by a one-carbon homologation of the ketone gave an aldehyde suitable for Robinson annulation leading to the spiro compounds 2.DDQ oxidation gave 3.No anxiolytic activity was found from the pharmacological data.
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