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

Veisi, Hojat; Maleki, Abbas; Farokhzad, Yasaman

Document Type : Original Research Article

Authors

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.

Graphical Abstract

Keywords

Main Subjects

Organic chemistry

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Iranian chemical communication

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

References

References

Volume 5, Issue 2, pp. 121-236, Serial No. 15
April 2017
Pages 217-226

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

References

References

Volume 5, Issue 2, pp. 121-236, Serial No. 15April 2017Pages 217-226

Volume 5, Issue 2, pp. 121-236, Serial No. 15
April 2017
Pages 217-226