Abstract
The reaction of ethyl cyanoacetate with α-cyanochalcone (1) leads to the formation of β-enaminoesters (3) viaMichael addition. Compound3 reacts with phenylmagnesium bromide to give the β-enaminoketone5. Acetylation of3 gives the acetyl product4. Each of compounds1 and3 reacts with malononitrile to give β-enaminonitrile6. Phenylhydrazine reacts with3 to give the hydrazone7. Similarly 3-phenyl-5-aminopyrazole reacts with3 to give theSchiff base8.
Zusammenfassung
Die Reaktion von Ethylcyanacetat mit α-Cyanchalcon1 führt über eineMichael-Addition zum β-Enaminoester3.3 gibt mit Phenylmagnesiumbromid das β-Enaminoketon5. Acetylierung von3 gibt das Acetylderivat4.1 und3 reagieren mit Malodinitril zum β-Enaminonitril6.3 gibt mit Phenylhydrazin das Hydrazon7; 3-Phenyl-5-aminopyrazol reagiert mit3 zurSchiff-Base8.
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Elmoghayer, M.R.H., Elsayed Khalifa, M.A., Ahmed Ibraheim, M.K. et al. Reactions with heterocyclic β-enaminoesters: A novel synthesis of 2-amino-3-ethoxycarbonyl-(4H)-pyrans. Monatsh Chem 113, 53–57 (1982). https://doi.org/10.1007/BF00814337
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DOI: https://doi.org/10.1007/BF00814337