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Synthesis of Polysubstituted 2‐Naphthols by Palladium‐Catalyzed Intramolecular Arylation/Aromatization Cascade
Author(s) -
Cai Jinhui,
Wang ZhenKai,
Zhang YunHao,
Yao Fei,
Hu XuDong,
Liu WenBo
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201901573
Subject(s) - aromatization , chemistry , intramolecular force , palladium , catalysis , triphenylphosphine , furan , combinatorial chemistry , organic chemistry , cascade , chromatography
A palladium‐catalyzed intramolecular α‐arylation and defluorinative aromatization strategy for the synthesis of polysubstituted 2‐naphthols is reported. With ortho ‐bromobenzyl‐substituted α‐fluoroketones as the substrates and palladium acetate/triphenylphosphine as the catalyst, this method features good functional group tolerance, readily available catalyst and starting materials, and high yields. The applications of the strategy are demonstrated by the synthesis of useful building blocks, such as naphtha[2,3‐ b ]furan, naphthol AS‐D, and ligands/catalysts.