An efficient one-pot, three-component synthesis of 6-cyano-hexahydro-4 H-thieno[3 ',2 ':5,6]pyrimido[1,2-a]quinoline-2-carboxylates and their spiro derivatives from beta-enaminones

作者：Ghozlan Said Ahmed Soliman; Abdelmoniem Doaa Mohamed; Abdelmoniem Amr Mohamed; Abdelhamid Ismail Abdelshafy^*

来源：Turkish Journal of Chemistry, 2016, 40(3): 434-440.

DOI：10.3906/kim-1507-31

• Cyclic enaminones
• alpha, beta-unsaturated nitriles
• hexahydroquinolines
• multicomponent reaction
• spirooxindoles

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.

• 出版日期2016