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Tosylazide as N1-Synthon: Iron-Catalyzed Nitrogenative Dimerization of Indoles to p -Bisindolopyrazine Derivatives.

Jianan LiXiaohan SunEvgenia DmitrievaNoel IsraelFupeng WuLin YangRenxiang LiuXinliang FengBernd Plietker
Published in: Organic letters (2024)
We present a straightforward one-step process to access a range of novel p -diindolepyrazines via an unprecedented [ n -Bu 4 N][Fe(CO) 3 (NO)] (TBA[Fe])-catalyzed intermolecular nitrogenative dimerization of various indole derivatives. Remarkably, tosylazide functions as a N1-synthon forming the central pyrazine unit that joins the two indole subunits. The catalytic transformation shows a good substrate scope, and the obtained products show interesting electronic properties.
Keyphrases
  • room temperature
  • structure activity relationship
  • metal organic framework
  • aqueous solution
  • ionic liquid
  • iron deficiency
  • structural basis