The reactions with aldehydes of enaminones derived from dimedone
- 1 January 1971
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- p. 2699-2703
- https://doi.org/10.1039/j39710002699
Abstract
The primary and a secondary enaminone derived from dimedone react with formaldehyde to give the expected methylenebisenaminone derivatives (V). Depending upon the conditions, further reactions can take place to give 3,4,5,6,9,10-hexahydro-3,3,6,6-tetramethylacridine-1(2H),8(7H)-diones (VI) or 1,2,3,4,7,8-hexahydro-4′,4′,7,7-tetramethylquinoline-3-spirocyclohexane-2′,5(6H),6′-triones (VII). The corresponding reaction with benzaldehyde gives only the decahydroacridinedione (VId); that with acetaldehyde gives either the decahydro-acridinedione (VIc) or 1,2,7,8-tetrahydro-2,4,7,7-tetramethyl-4H-3,1-benzoxazin-5(6H)-one (XI).Keywords
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