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Short Paper | Special issue | Vol 97, No. 1, 2018, pp.580-590
Published online, 2nd March, 2018
DOI: 10.3987/COM-18-S(T)39
Synthesis of Phenol and Naphthol Derivatives from Furfural

Kentaro Okano, Yuki Murase, Naoki Miyagawa, Kana Ashida, and Atsunori Mori*

*Chemical Science & Technology, Graduate School of Engineering, Kobe University, 1-1 Rokkodai-cho, Nada-ku, Kobe 657-8501, Japan

Abstract

Synthesis of phenol and naphthol derivatives was performed from furfural derivatives through cycloaddition with an alkyne and benzyne, respectively. Lewis acid-promoted ring opening of the cycloadducts led to the formation of the corresponding phenol and naphthol derivatives. Amide-directed C–H alkenylation and arylation gave functionalized π-conjugated naphthalene derivatives.