Journal
TETRAHEDRON
Volume 69, Issue 7, Pages 1945-1952Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.12.029
Keywords
Electrolysis; Electrocatalysis; Aldehydes; Barbituric acids; Malononitrile; Spirocyclopropylbarbiturates
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Funding
- Presidential Scholarship Program for the State Support of young Russian scientists-PhD [MK-387.2012.3]
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Electrolysis of aldehydes, barbituric acids, and malononitrile in alcohol in an undivided cell in the presence of sodium bromide results in efficient MHIRC formation of the corresponding spirocyclopropylbarbiturates in 50-65% substance yield. The electrocatalytic reaction smoothly proceeds under neutral and mild conditions with aromatic aldehydes bearing both electron-donating and electron-withdrawing groups. The implication of electrocatalysis in MHIRC reaction is an efficient approach to medicinally relevant spirocyclopropylbarbiturates avoiding the inconvenient direct use of molecular halogen or halogenated substrates. (C) 2012 Elsevier Ltd. All rights reserved.
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