Synthesis of derivatives structurally related to Glaziovine (cas 17127-48-9)

Add time:08/13/2019    Source:sciencedirect.com

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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