Anodic oxidation of bisamides from diaminoalkanes by constant current electrolysis

Tatiana Golub, James Y. Becker

Research output: Contribution to journalArticlepeer-review

1 Scopus citations


In general, bisamides derived from diamines and involving 3 and 4 methylene groups as spacers between the two amide functionalities behave similar to monoamides upon anodic oxidation in methanol/LiClO4 because both types undergo majorly mono- and dimethoxylations at the α-position to the N atom. However, in cases where the spacer contains two methylene groups only the anodic process leads mostly to CH2-CH2 bond cleavage to afford products of type RCONHCH2OCH3. Moreover, upon replacing LiClO4 with Et4NBF4 an additional fragmentation type of product was generated from the latter amides, namely RCONHCHO. Also, the anodic process was found to be more efficient with C felt as the anode, and in a mixture of 1:1 methanol/acetonitrile co-solvents.

Original languageEnglish
Pages (from-to)861-868
Number of pages8
JournalBeilstein Journal of Organic Chemistry
StatePublished - 16 Apr 2018


  • Anodic oxidation
  • Bisamides
  • Constant current electrolysis
  • Methoxylation

ASJC Scopus subject areas

  • Organic Chemistry


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