4.4 Article

Selective C-alkylation of substituted naphthols under non-aqueous conditions

Journal

TETRAHEDRON
Volume 95, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2021.132278

Keywords

1-naphthol; Dearomatization; C-alkylation; Naphthalenones

Funding

  1. Estonian Ministry of Education and Research grant [PRG657, PRG1031]
  2. Centre of Excellence in Molecular Cell Engineering [2014-2020.4.01.15-0013]
  3. European Regional Development fund grant [2014-2020.4.02.16-0050]

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A simple and selective C-alkylation of 1- and 2-naphthols with benzylic and allylic halides was developed, achieving a selective ortho-addition with high yields up to 90% in the presence of organic solvents and additives.
A simple and selective C-alkylation of 1-and 2-naphthols with benzylic and allylic halides was developed. In an organic solvent, like cyclopentyl methyl ether, or toluene in the presence of the ether or alcohol additives, a selective ortho-addition leading to substituted naphthalenones up to 90 % was achieved. (c) 2021 Published by Elsevier Ltd.

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