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Anodic Oxidation of Aminotetrazoles: A Mild and Safe Route to Isocyanides.

Matthew C LeechAlessia PettiNour TanbouzaAndrea MastrodonatoIain C A GoodallThierry OllevierAdrian P DobbsKevin Lam
Published in: Organic letters (2021)
A new electrochemical method for the preparation of isocyanides from easily accessible aminotetrazole derivatives has been developed, which tolerates an unprecedented range of functional groups. The use of chemical, rather than electrochemical, oxidation to afford isocyanides was also demonstrated, which provides access to these compounds for those without electrosynthesis equipment. The practicality of scale-up using flow electrochemistry has been demonstrated, in addition to the possibility of using electrochemically generated isocyanides in further reactions.
Keyphrases
  • molecularly imprinted
  • gold nanoparticles
  • electron transfer
  • ionic liquid
  • hydrogen peroxide
  • visible light
  • structure activity relationship
  • simultaneous determination
  • tandem mass spectrometry