Synthesis of pyridin-2(1H)-one derivatives via enamine cyclization |
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Authors: | Chikhalikar Sandip Bhawe Vijay Ghotekar Bhausaheb Jachak Madhukar Ghagare Maruti |
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Institution: | Department of Chemistry, Bharatiya Vidya Bhavan's N.M. Institute of Science, Bhavan's College, Munshi Nagar, Andheri (W), Mumbai 400058, MS India. |
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Abstract: | The nucleophilic vinylic substitution reaction of the aliphatic enaminone 3-dimethylamino-2-formyl acrylonitrile 1 with the nucleophiles malononitrile and ethyl cyanoacetate produced the two unusual reaction adducts 3a and 3b in good to moderate yield under milder reaction conditions. Upon reaction with aromatic amines, these adducts yielded enamines 4 and 5, which eventually cyclized in the presence of base to produce the novel pyridin-2(1H)-one derivatives 8 and 9. |
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