ELECTROCATALYTIC CASCADE APPROACH TO THE SYNTHESIS OF DIHYDRO-2'<i>H</i>,3<i>H</i>-SPIRO[1-BENZOFURAN-2,5'-PYRIMIDINES]

Authors

  • Fedor V. Ryzhkov N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
  • Michail N. Elinson N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
  • Yuliya E. Ryzhkova N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
  • Anatoly N. Vereshchagin N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
  • Artem N. Fakhrutdinov N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia
  • Mikhail P. Egorov N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russia

DOI:

https://doi.org/10.1007/6127

Keywords:

benzylidenebarbiturates, cyclohexane-1, 3-diones, spiro[1-benzofuran-2, 5'-pyrimidines], cascade reactions, electrocatalysis.

Abstract

Electrocatalytic cascade assembly of benzylidenebarbiturates and cyclohexane-1,3-diones in methanol in the presence of sodium bromide as mediator in an undivided cell results in the formation of dihydro-2'H,3H-spiro[1-benzofuran-2,5'-pyrimidines] in 72–85% yields. This electrochemical process occurs under mild conditions, and the isolation procedure after the reaction is simple. The structures of the final compounds were confirmed by 1H–13C HMBC spectroscopy.

Downloads

Published

2021-06-19

Issue

Vol. 57 No. 6 (2021)

Section

Original Papers