4.4 Article

Base-Promoted Direct Chalcogenylation of 2-Naphthols

Journal

CHEMISTRYSELECT
Volume 4, Issue 46, Pages 13558-13563

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201903251

Keywords

Bases; Direct Chalcogenylation; 2-Naphthols; Transition Metal Free

Funding

  1. Coordenacao de Aperfeicoamento de Pessoal de Nivel Superior - Brasil (CAPES) [001]
  2. CNPq [400400/2016-2]
  3. Fundacao Araucaria
  4. UFPR

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The functionalisation of 2-naphthols and their derivatives has much importance because of their potential pharmaceutical and materials applications. In this context, this work presents a fast, cheap, and efficient method for direct chalcogenylation at position C1 of 2-naphthols promoted by simple bases. The mechanistic studies indicate an ionic mechanism, essentially an electrophilic aromatic substitution, with a key role played by atmospheric oxygen for regeneration of the diorganoyl dichalcogenides.

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