82945-76-4Relevant academic research and scientific papers
The Enamine Route to 2-Morpholinoisoflav-3-ene
Dean, Francis M.,Varma, Rajender S.
, p. 1193 - 1196 (2007/10/02)
In contrast to earlier reports, the condensation of N-styrylmorpholine with salicylaldehyde or with 3-methoxysalicylaldehyde gives 2-morpholinoisoflav-3-ene derivatives. 2-Morpholinoisoflav-3-ene can be hydrogenolysed in a useful synthesis of isoflavan; with acids it gives in high yield a remarkably stable di(isoflavenyl)ether (6); with triphenylmethyl perchlorate it gives isoflavylium perchlorate.A similar condensation with N-(cyclohexenyl)morpholine behaves differently, giving alcohols that are oxidised to chromone (or tetrahydroxanthone) derivatives, in accord withprevious reports.
