Entity

Time filter

Source Type


Chikhalikar S.,Bharatiya Vidya Bhavans Nm Institute Of Science | Bhawe V.,Bharatiya Vidya Bhavans Nm Institute Of Science | Ghotekar B.,Organic Chemistry Research Center | Jachak M.,Organic Chemistry Research Center | Ghagare M.,Organic Chemistry Research Center
Journal of Organic Chemistry | Year: 2011

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. © 2011 American Chemical Society. Source


Chikhalikar S.,Bharatiya Vidya Bhavans Nm Institute Of Science | Bhawe V.,Bharatiya Vidya Bhavans Nm Institute Of Science | Jachak M.,Organic Chemistry Research Center | Ghagare M.,Organic Chemistry Research Center
European Journal of Organic Chemistry | Year: 2011

Two alternative methods for the synthesis of biologically important pyridin-2(1H)-one derivatives have been developed. The behavior of enamine 1 with aromatic amines in an aqueous solution of HCl resulted in the formation of substituted enamines 2a-f at ambient temperature. The obtained product enamines 2a-f, upon treatment with 2,2,6-trimethyl-4H-1,3-dioxin-4-one, generated pyridin-2(1H)-one derivatives 5a-f along with the unwanted side products 8a-f. However, the exclusive formation of pyridin-2(1H)-one derivatives 5a-f was achieved when starting from β-enaminones 3a-f, which were synthesized successfully from enamine 1 and aromatic amines at elevated temperatures. Compounds 2 and 3 have been used as precursors in the synthesis of pyridin-2(1H)-one derivatives. Temperature-dependent reaction diversity was observed for enamine 1 and the exclusive formation of pyridin-2(1H)-one derivatives 5 was possible. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Source

Discover hidden collaborations