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Open Access Publications from the University of California

Formal Aniline Synthesis from Phenols through Deoxygenative N-Centered Radical Substitution.

  • Author(s): Lardy, Samuel W
  • Luong, Kristine C
  • Schmidt, Valerie A
  • et al.

Phenolic, lignin-derived substrates have emerged as desirable biorenewable chemical feedstocks for coupling reactions. A radical-mediated conversion of phenol derivatives to anilines is reported, using unfunctionalized hydroxamic acids as the N-centered radical source. The applicability of this triethyl phosphite mediated O-atom transfer approach, which tolerates a range of steric and electronic demands to naturally occurring phenols and lignin models, has been demonstrated in this work to access the corresponding aniline derivatives.

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