- Turkish Journal of Chemistry
- Vol: 40 Issue: 3
- An efficient one-pot, three-component synthesis of 6-cyano-hexahydro-4H -thieno[3’,2’:5,6]pyrimido[1...
An efficient one-pot, three-component synthesis of 6-cyano-hexahydro-4H -thieno[3’,2’:5,6]pyrimido[1,2-a]quinoline-2-carboxylates and their spiro derivatives from β -enaminones
Authors : Said Ahmed Soliman Ghozlan, Doaa Mohmed Abdelmoniem, Amr Mohmed Abdelmoniem, Ismail Abdelshafy Abdelhamid
Pages : 434-440
View : 8 | Download : 3
Publication Date : 9999-12-31
Article Type : Makaleler
Abstract :A simple and efficient one-pot synthesis of novel thieno[3',2':5,6]pyrimido[1,2-a]quinoline-2-carboxylates (5a-d) and their spirooxindole derivatives (12a-d) was accomplished. Thus, the Michael addition reaction of the cyclic $\beta $-enaminone 3 with the corresponding $\alpha ,\beta $-unsaturated nitrile derivatives 4a-d in refluxing EtOH in the presence of piperidine afforded 5a-d in good yields. On the other hand, spirooxindole derivatives 12a-d were synthesized by the reaction of cyclic $\beta $-enaminone 3 with the corresponding 3-cyanomethylidene-2-oxoindoles 11a-d in refluxing EtOH.Keywords : Cyclic enaminones, $alpha$, $eta$-unsaturated nitriles, hexahydroquinolines, multicomponent reaction, spirooxindoles