Electron as potential and green catalyst in the multicomponent synthesis of pyrano [2, 3-d] pyrimidine derivatives

Authors

  • Abbas Maleki Department of Chemistry, Payame Noor University, PO BOX 19395-4697 Tehran, Iran
  • Hojat Veisi Department of Chemistry, Payame Noor University, PO BOX 19395-4697 Tehran, Iran
  • Yasaman Farokhzad Department of Chemistry, Payame Noor University, PO BOX 19395-4697 Tehran, Iran
Abstract:

An electroorganic reaction for the synthesis of 7-amino-2, 4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-pyrano[2, 3-d] pyrimidine-6-carbonitrile and ethyl-7-amino-2, 4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-pyrano[2, 3-d] pyrimidine-6-carboxylate derivatives are described, using an electrogenerated base of the anion of malonitrile or ethylcyanoacetate. This one-pot, three-component condensation of an aromatic aldehyde, barbituric acid and malonitrile or ethylcyanoacetate takes place in ethanol in an undivided cell in the presence of tetrabutylammonium perchlorate as an electrolyte under mild conditions. This method has the advantages of high yields, wide application and employs an environmentally benign procedure.An electroorganic reaction for the synthesis of 7-amino-2, 4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-pyrano[2, 3-d] pyrimidine-6-carbonitrile and ethyl-7-amino-2, 4-dioxo-5-phenyl-2,3,4,5-tetrahydro-1H-pyrano[2, 3-d] pyrimidine-6-carboxylate derivatives are described, using an electrogenerated base of the anion of malonitrile or ethylcyanoacetate. This one-pot, three-component condensation of an aromatic aldehyde, barbituric acid and malonitrile or ethylcyanoacetate takes place in ethanol in an undivided cell in the presence of tetrabutylammonium perchlorate as an electrolyte under mild conditions. This method has the advantages of high yields, wide application and employs an environmentally benign procedure.

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Journal title

volume 5  issue Issue 2, pp. 121-236

pages  217- 226

publication date 2017-04-01

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