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Iron-Catalyzed Site- and Regioselective 1,2-Azidoamidations of 1,3-Dienes.

Zhen-Yao DaiIlia A GuizeiJennifer M Schomaker
Published in: Organic letters (2023)
The direct 1,2-azidoamidation of unsaturated precursors represents an advantageous approach for the facile synthesis of β-functionalized azides from readily available starting materials. In this paper, we describe a convenient and mild iron-catalyzed 1,2-azidoamidation of 1,3-dienes that shows excellent functional group compatibility to furnish versatile precursors to 1,2-diamine products with high levels of site, regio-, and stereoselectivity. The reaction is proposed to proceed via a single electron transfer/radical addition/C-N bond formation relay process.
Keyphrases
  • electron transfer
  • room temperature
  • iron deficiency
  • quantum dots
  • mass spectrometry
  • molecularly imprinted
  • tandem mass spectrometry