Electrochemical oxidative selenocyclization of olefinic amides towards the synthesis of iminoisobenzofurans

  • Hao Li
  • , Fangling Lu
  • , Jie Xu
  • , Jianguo Hu
  • , Hesham Alhumade
  • , Lijun Lu*
  • , Aiwen Lei*
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

46 Scopus citations

Abstract

Organoselenium compounds are important structures in medicinal chemistry, materials chemistry and biochemistry. Many drugs contain heterocyclic skeletons. The selenation of pharmaceutical molecules is a promising way to discover new drugs. Herein, we introduced an electrochemical oxidative radical cascade cyclization of olefinic amides and diselenides without transition-metal catalysts and external oxidants. Various olefinic amides and diselenides were compatible, generating the desired products, more than 40 examples, in up to 94% yield. This selenocyclization reaction provided a facile method to construct C-Se and C-O bonds in one step.

Original languageEnglish
Pages (from-to)2786-2791
Number of pages6
JournalOrganic Chemistry Frontiers
Volume9
Issue number10
DOIs
StatePublished - 8 Apr 2022
Externally publishedYes

Bibliographical note

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ASJC Scopus subject areas

  • Organic Chemistry

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