2014. - V. 28. - N 4(153). - P. 27-30
Olga Olegovna Sokolova, Evgeniya Olegovna Dorofeeva, Michail Nikolaevich Elinson, Anatolii Nikolaevich Vereshchagin, Nikita Olegovich Stepanov, Gennady Ivanovich Nikishin,
The combined electrolysis of barbituric acids and benzylidenemalononitriles in methanol in an undivided cell in the presence of sodium bromide results in efficient formation of the corresponding spirocyclopropylbarbiturates in 55-93% substance yield. The electrocatalytic reaction smoothly proceeds under neutral and mild conditions with benzylidenemalonotitriles bearing both electron-donating and electron-withdrawing groups. The implication of electrocatalysis allows to combine synthetic virtues of both methods and accounts for efficient approach to medicinally relevant spirocyclopropylbarbiturates avoiding inconvenient direct use of molecular halogen or halogenated substrates in accordance with concepts of modern green chemistry.
First page of the article: