Unusual &lt;i&gt;O&lt;/i&gt;-Alkylation of 2-Hydroxy-1,4-naphthoquinone Utilizing Alkoxymethyl Chlorides

Ogata, Tokutaro; Yoshida, Tomoyo; Tanaka, Manami; Fukuhara, Chie; Shimizu, Masaru; Ishii, Junko; Nishiuchi, Arisa; Inamoto, Kiyofumi; Kimachi, Tetsutaro

doi:10.1248/cpb.c15-00220

CHEMICAL & PHARMACEUTICAL BULLETIN

2015

DOI: 10.1248/cpb.c15-00220

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Unusual <i>O</i>-Alkylation of 2-Hydroxy-1,4-naphthoquinone Utilizing Alkoxymethyl Chlorides

Tokutaro Ogata

Tomoyo Yoshida

Manami Tanaka

et al.

Abstract: A new type of O-alkylation of 2-hydroxy-1,4-naphthoquinone with alkoxymethyl chlorides is described. The reaction course can be controlled by the choice of base and yields Oalkylated or O-alkoxymethylated products in high yield with high selectivity.

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Unusual <i>O</i>-Alkylation of 2-Hydroxy-1,4-naphthoquinone Utilizing Alkoxymethyl Chlorides

Abstract: A new type of O-alkylation of 2-hydroxy-1,4-naphthoquinone with alkoxymethyl chlorides is described. The reaction course can be controlled by the choice of base and yields Oalkylated or O-alkoxymethylated products in high yield with high selectivity.

Cited by 1 publication

References 12 publications

Unusual, chemoselective etherification of 2-hydroxy-1,4-naphthoquinone derivatives utilizing alkoxymethyl chlorides: scope, mechanism and application to the synthesis of biologically active natural product (±)-lantalucratin C

Unusual, chemoselective etherification of 2-hydroxy-1,4-naphthoquinone derivatives utilizing alkoxymethyl chlorides: scope, mechanism and application to the synthesis of biologically active natural product (±)-lantalucratin C

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