Title of article :
Electrocatalytic and chemical assembling of N,N′-dialkylbarbituric acids and aldehydes: efficient cascade approach to the spiro-[furo[2,3-d]pyrimidine-6,5′-pyrimidine]-2,2′,4,4′,6′-(1′H,3H,3′H)-pentone framework
Author/Authors :
Anatolii N. Vereshchagin، نويسنده , , Michail N. Elinson، نويسنده , , Evgeniya O. Dorofeeva، نويسنده , , Tatiana A. Zaimovskaya، نويسنده , , Nikita O. Stepanov، نويسنده , , Sergey V. Gorbunov، نويسنده , , Pavel A. Belyakov، نويسنده , , Gennady I. Nikishin، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2012
Pages :
9
From page :
1198
To page :
1206
Abstract :
Electrocatalytic assembling of aldehydes and N,N′-dialkylbarbituric acids leads to selective and efficient formation of substituted 1,5-dihydro-2H,2′H-spiro[furo[2,3-d]pyrimidine-6,5′-pyrimidine]-2,2′,4,4′,6′-(1′H,3H,3′H)-pentones in 70–85% yields as a result of the complex cascade process. The electrocatalytic process smoothly proceeds with aromatic aldehydes bearing both electron-donating and electron-withdrawing groups, and allows for the selective and efficient one-step formation of spirobarbiturates containing furo[2,3-d]pyrimidine scaffold, which are a perspective class of compounds with prominent pharmacological and physiological activity. The application of the effective electrocatalytic cascade method to the formation of medicinally relevant spiro[furo[2,3-d]pyrimidine-6,5′-pyrimidine]-2,2′,4,4′,6′-(1′H,3H,3′H)-pentones is also beneficial from the viewpoint of diversity-oriented large-scale processes and represents a novel, facile and environmentally benign synthetic concept for electrocatalytic cascade reaction strategy.
Keywords :
Aldehydes , Spirofuropyrimidines , Electrocatalysis , cascade reactions , Barbiturates
Journal title :
Tetrahedron
Serial Year :
2012
Journal title :
Tetrahedron
Record number :
1104153
Link To Document :
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