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Synthesis and physical properties of substituted 4-dimethylaminomethyl-1-phenyl-1-nonen-3-ones possessing antitumor properties

✍ Scribed by J. R. Dimmock; W. G. Taylor


Publisher
John Wiley and Sons
Year
1974
Tongue
English
Weight
631 KB
Volume
63
Category
Article
ISSN
0022-3549

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✦ Synopsis


Substituted 4-dimethylaminomethy1-l-phenyl-lnonen-3-ones were synthesized using the Mannich reaction. The spectral properties and elimination reactions of some prepared compounds were examined. Evidence is presented that the product obtained from the Mannich reaction using 1-@-dimethylaminophenyl)-l-nonen-3-one underwent aromatic rather than alkyl side-chain substitution.

Keyphrases 0 4-Dimethylaminomethy1-l-phenyl-l-nonen-3-ones, * A complete listing of the mass spectral peaks for IV is available from the authors.


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## Abstract The reaction of phenylacetylenes 4a–h with copper(I) acetate (5) and TCNE (tetracyanoethylene) in THF/acetonitrile gave 4‐phenyl‐1‐buten‐3‐yne‐1,1,2‐tricarbonitriles 6a–h. 4i did not react to give 6i. The phenylacetylenes 4b–i were prepared by a two‐step synthesis starting from the corr